tert-Butanesulfinamide

Description

Product Name: tert-Butanesulfinamide
CAS No.: 146374-27-8
Chemical Name: tert-Butanesulfinamide
Synonyms: 2-METHYL-2-PROPANESULFINAMIDE;(S)-tert-Butanesulfinamide;2-METHYL-PROPANE-2-SULFINIC ACID AMIDE;T-BUTYLSULFINAMIDE;Methyl-2-propanesulfinaMide;S-(-)-2-Methyl-2-propanesulfinamide;tert-ButanesuL;(S)-(C4H11NOS-);ert-Butylsulfinamide;TERT-BUTYLSULPHINAMIDE
CBNumber: CB7209954
Molecular Formula: C4H11NOS
Formula Weight: 121.2
MOL File: 146374-27-8.mol

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tert-Butanesulfinamide Property

Melting point:: 97-101 °C(lit.)
Boiling point:: 220.0±23.0 °C(Predicted)
Density: 1.124
storage temp.: 2-8°C
solubility: Soluble in methanol.
pka: 10.11±0.50(Predicted)
form: Powder or Crystals
color: White to tan
InChI: InChI=1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3
InChIKey: CESUXLKAADQNTB-UHFFFAOYSA-N
SMILES: CC(C)(S(N)=O)C
CAS DataBase Reference: 146374-27-8(CAS DataBase Reference)

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Safety

WGK Germany: 3
HS Code: 29309090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 560871
Product name: 2-Methyl-2-propanesulfinamide
Purity: 97%, racemic
Packaging: 5g
Price: $121.6
Updated: 2025/07/31

Sigma-Aldrich

Product number: 560871
Product name: 2-Methyl-2-propanesulfinamide
Purity: 97%, racemic
Packaging: 1g
Price: $25
Updated: 2023/06/20

TCI Chemical

Product number: B2926
Product name: tert-Butylsulfinamide
Purity: >97.0%(GC)
Packaging: 1g
Price: $18
Updated: 2025/07/31

TCI Chemical

Product number: B2926
Product name: tert-Butylsulfinamide
Purity: >97.0%(GC)
Packaging: 5g
Price: $54
Updated: 2025/07/31

Sigma-Aldrich

Product number: 560871
Product name: 2-Methyl-2-propanesulfinamide
Purity: 97%, racemic
Packaging: 25g
Price: $473
Updated: 2025/07/31

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tert-Butanesulfinamide Chemical Properties,Usage,Production

Description

(S)-tert-Butanesulfinamide (also known as 2-Methyl-2-propanesulfinamide) is used for the synthesis of 4-sulfonyliminopiperidine and its reaction with benzyl Grignard to form an important pharmaceutical building block, 4-benzyl-4-aminopiperidne.It can be also used to prepare spiro tosylaziridines via methylene insertion into the derived sulfonylimine1,2-(R)-(+)-2-Methyl-2-propanesulfinamide may be used to prepare N-(1-cyclohexylmethylidene)-2-methylpropane-2-sulfinamide via copper mediated condensation with cyclohexane carboxaldehyde. It may also be used to prepare (20E)-N-[t-butyl-(R)-sulfinyl]-3β-(t-butyldimethylsilyloxy)-pregn-5-en-20-imine, an intermediate for the development of androgen receptor antagonists. (S)-(-)-2-Methyl-2-propanesulfinamide may be used to develop benzofuran-based farnesyltransferase inhibitors as anti-cancer agents.

Chemical Properties

white to light yellow crystal powde

Uses

(±)-2-Methyl-2-propanesulfinamide is used in the synthesis of 4-sulfonyliminopiperidine and its reaction with benzyl Grignard to form an important pharmaceutical building block, 4-benzyl-4-aminopiperidne. It is also used to prepare spiro tosylaziridines via methylene insertion into the derived sulfonylimine.

Uses

Ellman′s Sulfinamides

Synthesis

31562-43-3

146374-27-8

1. A solution of 2-methylpropanethiol (14.1 cm3, 125 mmol) in DCM (50 mL) was cooled at -40°C. The solution was then purified and the solution was allowed to cool for 30 minutes. At an interval of 30 min, a suspension (50 mL) of m-chlorobenzoic acid (63.2 g, 256 mmol, 2.05 eq.) was added. Under vigorous stirring (exothermic reaction), a solution of DCM (500 mL) pre-cooled to -78 °C was added in batches. The resulting white suspension was stirred at -30°C overnight, then cooled to -78°C and filtered. The filtrate was concentrated under reduced pressure and dried under high vacuum to give crude tert-butyl sulfinic acid (13.5 g, 88%). 2. Thionyl chloride (40.3 mL, 552.5 mmol, 5 eq.) was added to the above sulfinic acid at -40 °C under nitrogen protection. The yellow solution was slowly warmed to room temperature and stirred for 2 hours. Concentration under high vacuum gave tert-butyl sulfinyl chloride (12.9 g, 83%) as a brown oil. 3. 3. DCM solution of tert-butylsulfinyl chloride (582 mL) was slowly added to ammonia (38% aqueous, 582 mL, 220 mmol, 2.4 eq.) and stirred for 1 hour at room temperature. The aqueous layer was washed with saturated NaCl solution and extracted with DCM (4 x 600 cm3). The organic phases were combined, dried over MgSO? and concentrated under reduced pressure to give tert-butylsulfinamide (9.2 g, 83%) as a white solid which could be recrystallized from hexane. Product characterization: Rf = 0.23 (EtOAc); melting point 103-104 °C [(S)-enantiomer 106 °C (TCI)]; IR (νmax/cm?1) 3231, 2799, 2959, 2928, 2869, 1677, 1570, 1475, 1461, 1364, 1309, 1193, 1132, 1030, 893; 1H NMR (300 MHz, CDCl?) δ 1.19 [9H, s, C(CH?)? , 3.96 (2H, br s, NH?); 13C NMR (75 MHz, CDCl?) δ 22.1, 55.2; MS (CI+) m/z 139 (M?+1, 800%), 122 (M?+1, 100%).

References

[1] Journal of Organic Chemistry, 1999, vol. 64, # 15, p. 5472 - 5478
[2] Tetrahedron Letters, 2009, vol. 50, # 26, p. 3482 - 3484
[3] Journal of the American Chemical Society, 2005, vol. 127, # 7, p. 2104 - 2113
[4] Journal of Organic Chemistry, 2009, vol. 74, # 7, p. 2646 - 2650
[5] Journal of Organic Chemistry, 2009, vol. 74, # 7, p. 2891 - 2892

tert-Butanesulfinamide Preparation Products And Raw materials

Raw materials

Preparation Products

PENT-3-YN-2-AMINE

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View Lastest Price from tert-Butanesulfinamide manufacturers

Hebei Chuanghai Biotechnology Co., Ltd

Product: tert-Butanesulfinamide 146374-27-8
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2025-03-11

Henan Aochuang Chemical Co.,Ltd.

Product: tert-Butanesulfinamide 146374-27-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-29

Shaanxi Dideu Medichem Co. Ltd

Product: tert-Butanesulfinamide 146374-27-8
Price: US $0.00-0.00/KG
Min. Order: 5mg
Purity: 99% HPLC
Supply Ability: 2000tons
Release date: 2019-12-30

146374-27-8, tert-ButanesulfinamideRelated Search:

Kresoxim-methyl 4-tert-Butylcatechol tert-Butyl acetate Di-tert-butyl peroxide tert-Butyl hydroperoxide METSULFURON METHYL tert-Butyldimethylsilyl chloride tert-Butyl peroxyacetate Pirimiphos-methyl Methyl acetate Methyl 4-tert-butylbenzoate 4-tert-Butylphenol tert-Butyl methyl ether Methyl salicylate tert-Butyllithium tert-Butanol Tribenuron methyl Thiophanate-methyl

TERT-BUTYLSULPHINAMIDE

T-BUTYLSULFINAMIDE

2-METHYL-2-PROPANESULFINAMIDE, RACEMIC,&

2-METHYL-2-PROPANESULFINAMIDE

2-METHYL-PROPANE-2-SULFINIC ACID AMIDE

Racemic 2-Methyl-2-propanesulfinamide

TERT-BUTANESULFINAMIDE

(S)-(-)-2-METHYL-2-PROPANESULFINAMIDE, 98+%

2-Methyl-2-propanesulfamide

(S)-tert-Butanesulfinamide

S-(-)-2-Methyl-2-propanesulfinamide

REF DUPL: (S)-(+)-t-Butylsulfinamide

Racemic tert Butylsulfinamide

Methyl-2-propanesulfinaMide

Ter butyl sulfinicaMide

(S)-(C4H11NOS-)

(DL)-2-Methylpropane-2-sulfinamide

Rac-teetbutylsulfinaMide

2-Methyl-2-propanesulfinaMide, 97+%

2-Propanesulfinamide, 2-methyl-

2-Methyl-2-propanesulfinamide 97%, racemic

2-Methylpropane-2-sulphinamide

<i>tert</i>-Butylsulfinamide

1,1-Dimethylethylsulfinamide

tert-Butylsulfinamide &gt

tert-ButanesuL

(+/-)-2-Methylpropane-2-sulfinamide

ert-Butylsulfinamide

tert-Butanesulfinamide ISO 9001：2015 REACH

2-methylpropane-3-sulfinamide

146374-27-8

146374-27-9

C4H11SON

CH33CSONH2

CHIRAL CHEMICALS

Organic Building Blocks

Sulfonamides/Sulfinamides

Sulfur Compounds

API intermediates

Sulphur Derivatives