Methyl 4-chloroacetoacetate → Methyl 2-[2-(benzylamino)-1,3-thiazol-4-yl]acetate

HRID 1004148Notes

Reaction equation

HRID 1004148 reaction equation
[CH2:1]([NH:8][C:9]([NH2:11])=[S:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:13][C:14](=O)[CH2:15][C:16]([O:18][CH3:19])=[O:17]>>[CH2:1]([NH:8][C:9]1[S:10][CH:13]=[C:14]([CH2:15][C:16]([O:18][CH3:19])=[O:17])[N:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 36240Methyl 4-chloroacetoacetateHCID 737375N-(Phenylmethyl)thiourea

Product 1

HCID 2418839Methyl 2-[2-(benzylamino)-1,3-thiazol-4-yl]acetateYield 105.1%

Procedure

1.87 g of N-benzylthiourea and 1.82 g of methyl 4-chloroacetoacetate were subjected to a cyclization reaction to obtain 3.10 g of methyl (2-benzylaminothiazol-4-yl)acetate.

Sources & evidence

ORD record
ord-cbb404ffee534cf0bf15dca03b9e3b31
Source dataset
uspto-grants-2000_04
Patent number
US06048884

Reaction notes

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