2-Aminothiazole → HCID 15636935, compound

HRID 1769957Notes

Reaction equation

HRID 1769957 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[N+](C1C=CC([C:16]2[C:24]([CH2:25][C@H:26]3[C@@H:31]([OH:32])[C:30]4[CH:33]=[C:34]([O:37][CH2:38][C:39]5[S:40][C:41]6[CH:47]=[CH:46][C:45]([F:48])=[CH:44][C:42]=6[N:43]=5)[CH:35]=[CH:36][C:29]=4[O:28][CH2:27]3)=[CH:23][CH:22]=[CH:21][C:17]=2[C:18]([O-])=[O:19])=CC=1)([O-])=O>>[F:48][C:45]1[CH:46]=[CH:47][C:41]2[S:40][C:39]([CH2:38][O:37][C:34]3[CH:35]=[CH:36][C:29]4[O:28][CH2:27][C@@H:26]([CH2:25][C:24]5[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=5)[C:18]([NH:1][C:2]5[S:3][CH:4]=[CH:5][N:6]=5)=[O:19])[C@@H:31]([OH:32])[C:30]=4[CH:33]=3)=[N:43][C:42]=2[CH:44]=1

Participants

3

Reactant 2

HCID 21552-AminothiazoleHCID 67704692HCID 67704692, compound

Product 1

HCID 15636935HCID 15636935, compoundYield 13.3%

Procedure

Synthesis was carried out as in example 1, but using 1.43 grams 2-aminothiazole instead of methane sulfonamide, and using 1.17 grams cis-4-nitrophenyl-3-[[6-[(5-fluoro-2-benzothiazolyl)methoxy]-3,4-dihydro-4-hydroxy-2H-1-benzopyran-3-yl]methyl]benzoate. There was obtained 145 milligrams of product, m.p. 120° C.

Workup

  1. customSynthesis

Sources & evidence

ORD record
ord-609d7d1fc71540c587fd947b6dacbeac
Source dataset
uspto-grants-1995_01
Patent number
US05384318

Reaction notes

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