4(5H)-Thiazolone, 2-amino- → 4-[4-(2-Amino-4-oxo-4H-thiazol-5-ylidenemethyl)-2-methoxy-phenoxy]-3-trifluoromethyl-benzonitrile

HRID 2040095Notes

Reaction equation

HRID 2040095 reaction equation
[NH2:1][C:2]1[S:3][CH2:4][C:5](=[O:7])[N:6]=1.[CH:8]([C:10]1[CH:28]=[CH:27][C:13]([O:14][C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][C:16]=2[C:23]([F:26])([F:25])[F:24])=[C:12]([O:29][CH3:30])[CH:11]=1)=O>>[NH2:1][C:2]1[S:3][C:4](=[CH:8][C:10]2[CH:28]=[CH:27][C:13]([O:14][C:15]3[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][C:16]=3[C:23]([F:24])([F:25])[F:26])=[C:12]([O:29][CH3:30])[CH:11]=2)[C:5](=[O:7])[N:6]=1

Participants

3

Reactant 2

HCID 111754(5H)-Thiazolone, 2-amino-HCID 510515074-(4-Formyl-2-methoxyphenoxy)-3-(trifluoromethyl)benzonitrile

Product 1

HCID 690469634-[4-(2-Amino-4-oxo-4H-thiazol-5-ylidenemethyl)-2-methoxy-phenoxy]-3-trifluoromethyl-benzonitrile

Procedure

4-[4-(2-Amino-4-oxo-4H-thiazol-5-ylidenemethyl)-2-methoxy-phenoxy]-3-trifluoromethyl-benzonitrile was prepared using 2-amino-thiazol-4-one and 4-(4-Formyl-2-methoxy-phenoxy)-3-trifluoromethyl-benzonitrile according to General Procedure B. 1H NMR (400 Hz, DMSO-d6) δ 8.96 (bs, NH), 8.74 (bs, NH), 8.32 (d, 1H), 7.99 (dd, 1H), 7.65 (d, 1H), 7.47 (d, 1H), 7.36 (d, 1H), 7.24 (d, 1H), 6.89 (d, 1H), 3.88 (s, 3H); LC/MS (m/z) [M+1]+420.0 (C19H13F3N3O3S, 420.38).

Sources & evidence

ORD record
ord-7301d0374fdd43a6a664e09f9225d311
Source dataset
uspto-grants-2013_11
Patent number
US08580832B2

Reaction notes

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