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tert-Butyl 2-(aminomethyl)phenylcarbamate

Product Name
tert-Butyl 2-(aminomethyl)phenylcarbamate
CAS No.
849020-94-6
Chemical Name
tert-Butyl 2-(aminomethyl)phenylcarbamate
Synonyms
2-(Boc-amino)benzylamine;2-(Aminomethyl)-N-Boc-aniline;2-(tert-Butoxycarbonylamino)benzylamine;2-(Aminomethyl)aniline, 1-BOC protected;TERT-BUTYL 2-(AMINOMETHYL)PHENYLCARBAMATE;ert-Butyl N-(2-aminomethylphenyl)carbamate;2-(Aminomethyl)aniline, 1-BOC protected 95+%;tert-Butyl N-[2-(aminomethyl)phenyl]carbamate;2-(Aminomethyl)-N-(tert-butoxycarbonyl)aniline;tert-Butyl 2-(aminomethyl)phenylcarbamate ISO 9001:2015 REACH
CBNumber
CB61096637
Molecular Formula
C12H18N2O2
Formula Weight
222.28
MOL File
849020-94-6.mol
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tert-Butyl 2-(aminomethyl)phenylcarbamate Property

Boiling point:
238-242℃
Density 
1.054g/mLat 25℃
Flash point:
71°C
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
liquid
pka
13.67±0.70(Predicted)
Appearance
Off-white to light yellow Solid
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Safety

Hazard Codes 
Xn
Risk Statements 
22-43
Safety Statements 
36/37
RIDADR 
NA 1993 / PGIII
WGK Germany 
3
HS Code 
2921490090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
709700
Product name
2-(Boc-amino)benzylamine
Packaging
1g
Price
$115.9
Updated
2025/07/31
TRC
Product number
T206103
Product name
tert-Butyl2-(Aminomethyl)phenylcarbamate
Packaging
500mg
Price
$200
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB50901
Product name
tert-Butyl 2-(aminomethyl)phenylcarbamate
Packaging
5G
Price
$547.4
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0032240
Product name
TERT-BUTYL 2-(AMINOMETHYL)PHENYLCARBAMATE
Purity
95.00%
Packaging
1G
Price
$730.31
Updated
2021/12/16
SynQuest Laboratories
Product number
4648-1-Y3
Product name
2-(Aminomethyl)aniline, 1-Boc protected
Packaging
5G
Price
$871
Updated
2021/12/16
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tert-Butyl 2-(aminomethyl)phenylcarbamate Chemical Properties,Usage,Production

Uses

Reactant for:

  • Two-step syntheses of fused quinoxaline-benzodiazepines and bis-benzodiazepines employing a double UDC (Ugi/Deprotect/Cyclize) strategy
  • Preparation of hydroquinazoline scaffolds via microwave-promoted Ugi reaction and cyclization
  • Preparation of pyrazinone inhibitors of mast cell tryptase

Uses

Tert-Butyl 2-(aminomethyl)phenylcarbamate can be used as reactant for Two-step syntheses of fused quinoxaline-benzodiazepines and bis-benzodiazepines employing a double UDC (Ugi/Deprotect/Cyclize)

Synthesis

24424-99-5

4403-69-4

849020-94-6

Example 1 Synthesis of tert-butyl N-[2-(aminomethyl)phenyl]carbamate: To an anhydrous dichloromethane (30 mL) solution of 2-aminobenzylamine (2.440 g, 20.0 mmol), an anhydrous dichloromethane (12 mL) solution of di-tert-butyl dicarbonate (4.360 g, 20.0 mmol) was slowly added dropwise over a period of minutes at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC) with ethyl acetate: hexane (1:1) as the unfolding agent, and the completion of the reaction was confirmed after about 30 minutes. Subsequently, the volatile solvent was removed by rotary evaporation, and the resulting solid was purified by fast column chromatography with the eluent ethyl acetate-hexane (initial ratio 1.5:8.5, gradually adjusted to 3:7), resulting in tert-butyl N-[2-(aminomethyl)phenyl]carbamate 3.912 g in 88% yield as an off-white powder, with spectral and analytical data as expected.

References

[1] Patent: US6927294, 2005, B1. Location in patent: Page/Page column 18

tert-Butyl 2-(aminomethyl)phenylcarbamate Preparation Products And Raw materials

Raw materials

Preparation Products

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849020-94-6, tert-Butyl 2-(aminomethyl)phenylcarbamateRelated Search:


  • 2-(Aminomethyl)aniline, 1-BOC protected
  • 2-[(tert-Butoxycarbonyl)amino]benzylamine, tert-Butyl [2-(aminomethyl)phenyl]carbamate
  • tert-Butyl N-[2-(aminomethyl)phenyl]carbamate
  • 2-(tert-Butoxycarbonylamino)benzylamine
  • 2-(Boc-amino)benzylamine
  • 2-(Aminomethyl)-N-Boc-aniline
  • TERT-BUTYL 2-(AMINOMETHYL)PHENYLCARBAMATE
  • ert-Butyl N-(2-aminomethylphenyl)carbamate
  • 2-(Aminomethyl)aniline, 1-BOC protected 95+%
  • Carbamic acid, N-[2-(aminomethyl)phenyl]-, 1,1-dimethylethyl ester
  • tert-Butyl 2-(aminomethyl)phenylcarbamate ISO 9001:2015 REACH
  • 2-(Aminomethyl)-N-(tert-butoxycarbonyl)aniline
  • 849020-94-6
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