2-Aminothiazole → HCID 178522582, compound

HRID 1798964Notes

Reaction equation

HRID 1798964 reaction equation
Cl[C:2]1[C:3]([C:9]([OH:11])=O)=[N:4][C:5](Cl)=[CH:6][CH:7]=1.[NH2:12][C:13]1[S:14][CH:15]=[CH:16][N:17]=1.[F:18][C:19]1[CH:20]=[C:21]([SH:25])[CH:22]=[CH:23][CH:24]=1.[SH:26][C:27]1[N:31]=[CH:30][NH:29][N:28]=1>>[F:18][C:19]1[CH:20]=[C:21]([S:25][C:2]2[C:3]([C:9]([NH:12][C:13]3[S:14][CH:15]=[CH:16][N:17]=3)=[O:11])=[N:4][C:5]([S:26][C:27]3[NH:31][CH:30]=[N:29][N:28]=3)=[CH:6][CH:7]=2)[CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 4

HCID 21552-AminothiazoleHCID 15553ClopyralidHCID 75710m-FluorobenzenethiolHCID 178527894HCID 178527894, compound

Product 1

HCID 178522582HCID 178522582, compound

Procedure

Compound of Production Example 13 can be produced by the same method as Production Example 1, by a method according thereto, or by a combination of these and ordinary methods, with the use of 3,6-dichloro-2-pyridinecarboxylic acid, 2-aminothiazole, 3-fluorothiophenol and 3-mercapto-1,2,4-triazole. 1HNMR (CDCl3) δ: 7.02 (1H, d, J=3.6 Hz), 7.05 (1H, d, J=8.4 Hz), 7.18 (1H, td, J=8.4 Hz, 3.2 Hz), 7.24 (1H, d, J=8.4 Hz), 7.29 (1H, ddd, J=8.4 Hz, 2.8 Hz, 2.8 Hz), 7.36 (1H, d, J=7.6 Hz), 7.42-7.48 (2H, m), 8.35 (1H, s) ESI-MS (m/e): 431 [M+H]+

Workup

  1. customCompound of Production Example 13 can be produced by the same method as Production Example 1, by a method

Sources & evidence

ORD record
ord-1162b9cae05148b899766cff5fa2dd9a
Source dataset
uspto-grants-2013_01
Patent number
US08344003B2

Reaction notes

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