4-Amino-2,6-dichlorophenol → HCID 18511620, compound

HRID 1819805Notes

Reaction equation

HRID 1819805 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:5]=2[N:6]=1.[NH2:16][C:17]1[CH:22]=[C:21]([Cl:23])[C:20]([OH:24])=[C:19]([Cl:25])[CH:18]=1>>[Cl:23][C:21]1[CH:22]=[C:17]([NH2:16])[CH:18]=[C:19]([Cl:25])[C:20]=1[O:24][C:2]1[S:3][C:4]2[CH:10]=[C:9]([O:11][C:12]([F:15])([F:14])[F:13])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

3

Reactant 2

HCID 800374-Amino-2,6-dichlorophenolHCID 100379242-Chloro-6-(trifluoromethoxy)-1,3-benzothiazole

Product 1

HCID 18511620HCID 18511620, compound

Procedure

3,5-Dichloro-4-(6-trifluoromethoxy-benzothiazol-2-yloxy)-phenylamine was synthesized (76%) from 2-chloro-6-trifluoromethoxybenzotiazole (413) and 4-amino-2,6-dichlorophenol (Aldrich) in a similar manner as described in Example 417. 1H NMR (400 MHz, DMSO-d6) δ 8.10 (d, J=1.6 Hz, 1H), 7.80 (d, J=8.8 Hz, 1H), 7.44 (ddd, J=8.8, 1.6, 0.8 Hz, 1H), 6.74 (s, 2H), 5.87 (s, 2H). MS (EI): m/z 395 (M+H).

Sources & evidence

ORD record
ord-6ab06f10c0ec4a87807f9d8ceb5cea04
Source dataset
uspto-grants-2009_10
Patent number
US07601841B2

Reaction notes

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