Ammonia → HCID 20144953, compound

Reaction equation

[CH3:1][NH:2][C:3]1[S:4][C:5]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[C:6]([C:8](OCC)=[O:9])[N:7]=1.[NH3:19]>>[C:8]([C:6]1[N:7]=[C:3]([NH:2][CH3:1])[S:4][C:5]=1[C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)(=[O:9])[NH2:19]

Participants

Reactant 2

HCID 222Ammonia

HCID 20145031HCID 20145031, compound

Product 1

HCID 20144953HCID 20144953, compound

Procedure

A solution of ethyl 2-methylamino-5-(4-pyridyl)-4-thiazolecarboxylate (2.36 g) in 26% methanolic ammonia (100 ml) was allowed to stand at ambient temperature for 5 days. The reaction mixture was evaporated in vacuo and the residue was washed with tetrahydrofuran to give 4-carbamoyl-2-methylamino-5-(4-pyridyl)thiazole (1.0 g). mp 212°-213° C. (from tetrahydrofuran-methanol).

Workup

customThe reaction mixture was evaporated in vacuo
washthe residue was washed with tetrahydrofuran

Sources & evidence

ORD record: ord-27b4f84e2045443c8c4ecf312071673e
Source dataset: uspto-grants-1988_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04735957

Reaction notes

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