Clopyralid → HCID 178431967, compound

HRID 1798963Notes

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]=[C:16]([CH3:18])[N:17]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([SH:26])=[CH:22][CH:21]=1.[SH:27][C:28]1[N:32]=[CH:31][NH:30][N:29]=1>>[F:19][C:20]1[CH:25]=[CH:24][C:23]([S:26][C:2]2[C:3]([C:9]([NH:12][C:13]3[S:14][CH:15]=[C:16]([CH3:18])[N:17]=3)=[O:11])=[N:4][C:5]([S:27][C:28]3[NH:32][CH:31]=[N:30][N:29]=3)=[CH:6][CH:7]=2)=[CH:22][CH:21]=1

Participants

Reactant 4

HCID 15553Clopyralid

HCID 677894-Fluorothiophenol

HCID 741432-Amino-4-methylthiazole

HCID 178527894HCID 178527894, compound

Product 1

HCID 178431967HCID 178431967, compound

Procedure

Compound of Production Example 3 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-amino-4-methylthiazole, 4-fluoro-thiophenol and 3-mercapto-1,2,4-triazole. 1HNMR (CDCl3) δ: 2.40 (3H, s), 6.61 (1H, s), 7.01 (1H, d, J=9.3 Hz), 7.17-7.25 (3H, m), 7.58 (2H, m), 8.35 (1H, s) ESI-MS (m/e): 445 [M+H]+

Workup

customCompound of Production Example 3 can be produced by the same method as Production Example 1, by a method

Sources & evidence

ORD record: ord-799916b6b5b249bf9b64bdffdfeea093
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08344003B2

Reaction notes

Loading…