Methyl 2-chloro-3-oxopropanoate → Methyl 2-[4-(benzyloxy)-3-cyanophenyl]-1,3-thiazole-5-carboxylate

HRID 562899Notes

Reaction equation

HRID 562899 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15](=[S:17])[NH2:16])=[CH:11][C:10]=1[C:18]#[N:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH:21]([CH:26]=O)[C:22]([O:24][CH3:25])=[O:23]>C(O)CCC>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:17][C:21]([C:22]([O:24][CH3:25])=[O:23])=[CH:26][N:16]=2)=[CH:11][C:10]=1[C:18]#[N:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14355182Methyl 2-chloro-3-oxopropanoateHCID 866261374-(Benzyloxy)-3-cyanobenzenecarbothioamide

Product 1

HCID 66995091Methyl 2-[4-(benzyloxy)-3-cyanophenyl]-1,3-thiazole-5-carboxylate

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

4-(Benzyloxy)-3-cyanobenzenecarbothioamide and methyl 2-chloro-3-oxopropionate were heated under reflux in 1-butanol in the presence of Molecular Sieves 4A to obtain methyl 2-[4-(benzyloxy)-3-cyanophenyl]-1,3-thiazole-5-carboxylate. AP: 373(Na).

Sources & evidence

ORD record
ord-e89f52d294aa4530a0fe9e65a7a5cd2b
Source dataset
uspto-grants-2011_11
Patent number
US08067446B2

Reaction notes

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