Imidazole → HCID 54416035, compound

HRID 414310Notes

Reaction equation

HRID 414310 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:14]2[N:15]=[C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[S:17][CH:18]=2)[CH:5]=[C:6]([Cl:13])[C:7]=1[O:8][CH2:9][CH2:10][CH2:11]Cl.[NH:25]1[CH:29]=[CH:28][N:27]=[CH:26]1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:14]2[N:15]=[C:16]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[S:17][CH:18]=2)[CH:5]=[C:6]([Cl:13])[C:7]=1[O:8][CH2:9][CH2:10][CH2:11][N:25]1[CH:29]=[CH:28][N:27]=[CH:26]1

Participants

3

Reactant 2

HCID 795ImidazoleHCID 14348743HCID 14348743, compound

Product 1

HCID 54416035HCID 54416035, compound

Procedure

The title compound was prepared as described in Example 22 using 4-[3,5-dichloro-4-(chloropropoxy)phenyl]-2-phenylthiazole (4.2 g, 11 mmol) and imidazole (2.2 g, 33 mmol) in place of dibutylamine to give 1.9 g (40% yield) of the free base of the title compound which was converted to the HCl salt, mp 204°-207° C. IR(KBr): 3400, 2540 cm-1, MS: 430(MH+). 1H NMR (CD3OD): δ9.08 (brs, 1H), 8.03-7.48 (m, 10H), 4.65 (t, J=5.0 Hz, 2H), 4.12 (t, J=4.5 Hz, 2H), 2.50 (m, 2H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-8fbff45a5f354200aad97110ba243101
Source dataset
uspto-grants-1988_12
Patent number
US04791200

Reaction notes

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