Imidazole → HCID 21282297, compound

HRID 414308Notes

Reaction equation

Cl[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[N:14]=[C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[S:16][CH:17]=1.[NH:24]1[CH:28]=[CH:27][N:26]=[CH:25]1>>[N:24]1([CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]2[N:14]=[C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[S:16][CH:17]=2)[CH:28]=[CH:27][N:26]=[CH:25]1

Participants

Reactant 2

HCID 795Imidazole

HCID 21282308HCID 21282308, compound

Product 1

HCID 21282297HCID 21282297, compound

Procedure

The title compound was prepared as described in Example 13, starting with 4-(4-chlorobutoxyphenyl)-2-phenylthiazole (7.8 g, 18 mmol) and using imidazole (3.8 g, 55 mmol) in place of dibutylamine to produce 3.6 g (53% yield) of the free base of the title compound which was converted to the HCl salt, mp 178°-180° C. IR(KBr): 3500, 2720, 1615 cm-1, MS: 376(MH+). 1H NMR (CD3OD): δ9.00 (s, 1H), 8.03-6.96 (m, 12H), 4.38 (t, J=6.0 Hz, 2H), 4.09 (t, J=6.0 Hz, 2H), 2.22-1.79 (m, 4H).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-96cd1c9a12af408e9c02f21b6b40e801
Source dataset: uspto-grants-1988_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04791200

Reaction notes

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