2-Amino-5-methylthiazole → HCID 13770521, compound

HRID 236356Notes

Reaction equation

HRID 236356 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3([CH3:17])[O:16]CCO3)=[CH:9][CH:10]=2)[CH:5]([C:18]([O:20]CC)=O)[C:4]1=[O:23])[CH3:2].[NH2:24][C:25]1[S:26][C:27]([CH3:30])=[CH:28][N:29]=1>>[CH3:30][C:27]1[S:26][C:25]([NH:24][C:18]([CH:5]2[C:6]3[C:11](=[CH:10][CH:9]=[C:8]([C:12](=[O:16])[CH3:17])[CH:7]=3)[N:3]([CH2:1][CH3:2])[C:4]2=[O:23])=[O:20])=[N:29][CH:28]=1

Participants

3

Reactant 2

HCID 3517702-Amino-5-methylthiazoleHCID 13770533HCID 13770533, compound

Product 1

HCID 13770521HCID 13770521, compoundYield 63%

Procedure

Starting with 500 mg. (1.57 mmoles) of ethyl 1-ethyl-5-(2-methyl-4,5-dihydro-1,3-dioxol-2-yl)oxindole-3-carboxylate and 357 mg. (3.1 mmoles) of 2-amino-5-methylthiazole and employing the procedure of Example 17 gave 342 mg. (63% yield) of the desired product, m.p. 215° C. (dec.).

Workup

  1. customgave 342 mg

Sources & evidence

ORD record
ord-6192ef8da5fc4458abd22cf3714aced6
Source dataset
uspto-grants-1987_02
Patent number
US04644005

Reaction notes

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