Hydrogen Sulfide → 2-Phenyl-4-amino-5-thiocarbamoylthiazole

HRID 262035Notes

Reaction equation

HRID 262035 reaction equation
[C:1]1([C:7]2[S:8][C:9]([C:13]#[N:14])=[C:10]([NH2:12])[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)C=O.[SH2:20]>C(N(CC)CC)C>[C:1]1([C:7]2[S:8][C:9]([C:13](=[S:20])[NH2:14])=[C:10]([NH2:12])[N:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 6228DimethylformamideHCID 125263524-Amino-2-phenyl-1,3-thiazole-5-carbonitrile

Product 1

HCID 125263552-Phenyl-4-amino-5-thiocarbamoylthiazoleYield 89%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

75 parts of 2-phenyl-4-amino-5-cyanothiazole in 300 parts of dimethylformamide and 15 parts of triethylamine are reacted with 13 parts of hydrogen sulfide as described in Example 1(a). 77 parts of 2-phenyl-4-amino-5-thiocarbamoylthiazole (89% of theory) of melting point 164°-167° C. are obtained.

Sources & evidence

ORD record
ord-d00c3903127941638ec2242bf6843463
Source dataset
uspto-grants-1979_05
Patent number
US04153607

Reaction notes

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