Thiourea → Ethyl 2-(2-aminothiazol-4-yl)-2-n-butoxyiminoacetate

Reaction equation

Br[CH2:2][C:3](=O)[C:4](=[N:10][O:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH2:17][C:18]([NH2:20])=[S:19]>>[NH2:20][C:18]1[S:19][CH:2]=[C:3]([C:4](=[N:10][O:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:17]=1

Participants

Reactant 2

HCID 2723790Thiourea

HCID 53744206Ethyl 4-bromo-2-n-butoxyimino-acetoacetate

Product 1

HCID 54097425Ethyl 2-(2-aminothiazol-4-yl)-2-n-butoxyiminoacetateYield 40.5%

Procedure

93 g (0.32 mole) of ethyl 4-bromo-2-n-butoxyimino-acetoacetate and 24 g (0.32 mole) of thiourea undergo a condensation reaction analogously to Example 4, stage 3, to give 35.2 g of ethyl 2-(2-aminothiazol-4-yl)-2-n-butoxyimino-acetate of melting point 129.5°-131°.

Workup

customa condensation reaction analogously to Example 4, stage 3

Sources & evidence

ORD record: ord-9eafcaa0327a42dcbd5209c47cd407e5
Source dataset: uspto-grants-1983_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04399131

Reaction notes

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