ChemicalBook > CAS DataBase List > 2-Amino-6-chloro-4-pyrimidinol

2-Amino-6-chloro-4-pyrimidinol

Product Name
2-Amino-6-chloro-4-pyrimidinol
CAS No.
1194-21-4
Chemical Name
2-Amino-6-chloro-4-pyrimidinol
Synonyms
AKOS 92811;TIMTEC-BB SBB004114;6-Chloroisocytosine;WLN: T6N CNJ BZ DQ FG;Methylphenylcyclicsiloxane;2-amino-6-chloro-4-pyrimidino;2-AMino-6-chloropyriMidin-4-ol;2-AMINO-4-CHLORO-6-PYRIMIDINOL;2-amino-6-chloro-4-pyrimidinol;2-Amino-6-chloro-4-pyrimidinone
CBNumber
CB3266014
Molecular Formula
C4H4ClN3O
Formula Weight
145.55
MOL File
1194-21-4.mol
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2-Amino-6-chloro-4-pyrimidinol Property

Melting point:
252 °C (dec.)(lit.)
Boiling point:
259.1±50.0 °C(Predicted)
Density 
1.7910 (rough estimate)
refractive index 
1.4510 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Sparingly)
form 
Solid
pka
7.49±0.50(Predicted)
color 
Pale Yellow
Stability:
Hygroscopic
InChI
InChI=1S/C4H4ClN3O/c5-2-1-3(9)8-4(6)7-2/h1H,(H3,6,7,8,9)
InChIKey
VBWACOJLJYUFKJ-UHFFFAOYSA-N
SMILES
C1(N)NC(Cl)=CC(=O)N=1
CAS DataBase Reference
1194-21-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-22-20/21/22
Safety Statements 
26-36-36/37-24/25
WGK Germany 
3
RTECS 
UW5995000
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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N-Bromosuccinimide Price

TCI Chemical
Product number
A1109
Product name
2-Amino-4-chloro-6-hydroxypyrimidine
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$85
Updated
2025/07/31
TCI Chemical
Product number
A1109
Product name
2-Amino-4-chloro-6-hydroxypyrimidine
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$285
Updated
2025/07/31
TRC
Product number
A603195
Product name
2-​Amino-​6-​chloro-​4-​pyrimidinol
Packaging
5g
Price
$130
Updated
2021/12/16
Matrix Scientific
Product number
039949
Product name
2-Amino-6-chloropyrimidin-4(3H)-one
Packaging
500mg
Price
$10
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA35262
Product name
2-Amino-6-chloropyrimidin-4(3h)-one
Packaging
1g
Price
$65
Updated
2021/12/16
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2-Amino-6-chloro-4-pyrimidinol Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

2-?Amino-?6-?chloro-?4-?pyrimidinol is used to prepare O- and N-phosphonomethoxyalkyl pyrimidines with antiviral activities. It is also used to synthesize (±)?-?9-?[[(Z)?-?2-?(hydroxymethyl)?cyclopropyl]?methyl]?guanine with antiherpetic activities.

Synthesis

56-05-3

1194-21-4

General procedure for the synthesis of 2-amino-6-chloro-4-hydroxypyrimidines from 2-amino-4,6-dichloropyrimidines: to a suspension of 4,6-dichloropyrimidin-2-amine (21.2 g, 129.27 mmol) in 200 mL of aqueous 1N NaOH was added solid NaOH (4 g, 100.00 mmol) in batches. The reaction mixture was heated to reflux for 5 hours. After completion of the reaction, the mixture was cooled to room temperature in an ice water bath. The pH was slowly adjusted to 5-6 with aqueous CH3COOH. the reaction mixture was filtered and the precipitate collected. The solid product was washed with deionized water and subsequently dried in an oven under reduced pressure to give 17 g (86% yield) of 2-amino-6-chloro-4-hydroxypyrimidine as a white solid.

References

[1] Chemistry (Weinheim an der Bergstrasse, Germany), 2002, vol. 8, # 1, p. 293 - 301
[2] Organic Letters, 2009, vol. 11, # 1, p. 61 - 64
[3] Patent: WO2009/139834, 2009, A1. Location in patent: Page/Page column 93
[4] Journal of the Chemical Society, 1951, p. 3,6
[5] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 8, p. 1081 - 1083

2-Amino-6-chloro-4-pyrimidinol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Amino-6-chloro-4-pyrimidinol manufacturers

Dideu Industries Group Limited
Product
2-Amino-6-chloro-4-pyrimidinol 1194-21-4
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-12-09
Career Henan Chemical Co
Product
2-Amino-6-chloro-4-pyrimidinol 1194-21-4
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200kg
Release date
2018-12-24

1194-21-4, 2-Amino-6-chloro-4-pyrimidinolRelated Search:


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