Dimethylcarbamoyl Chloride → HCID 20377187, compound

HRID 2052203Notes

Reaction equation

HRID 2052203 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:7])[N:6]=1.[CH3:8][N:9]([CH3:13])[C:10](Cl)=[O:11].[Cl-].[Al+3].[Cl-].[Cl-]>C1(C)C(C)=CC=CC=1>[CH3:8][N:9]([CH3:13])[C:10]([NH:1][C:2]1[S:3][CH:4]=[C:5]([CH3:7])[N:6]=1)=[O:11]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 741432-Amino-4-methylthiazoleHCID 6451240Aluminum(III) Chloride

Product 1

HCID 20377187HCID 20377187, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 2-amino-4-methylthiazole (1.14 g), N,N-dimethylcarbamoyl chloride (1.29 g), aluminum chloride (1.60 g), and xylene (40 ml) is refluxed for 20 hours. The reaction mixture is worked up as in Example 1, whereby 1,1-dimethyl-3-(4-methyl-2-thiazolyl)urea (1.73 g) is obtained. Yield is 93.5%. Melting point is 97° to 98° C. (Pure product is recrystallized from ether/petroleum ether).

Workup

  1. temperatureis refluxed for 20 hours

Sources & evidence

ORD record
ord-838390474dc449ff80517a25835347af
Source dataset
uspto-grants-1980_01
Patent number
US04183856

Reaction notes

Loading…