Hydrochloric Acid → (E)-2-[2-(4-(1H-Imidazol-1-yl)butoxyphenyl)ethenyl]benzothiazole

HRID 1723526Notes

Reaction equation

HRID 1723526 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/[CH:13]=[CH:14]/[C:15]1[S:16][C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[N:19]=1.[NH:24]1[CH:28]=[CH:27][N:26]=[CH:25]1.Cl>>[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/[CH:13]=[CH:14]/[C:15]2[S:16][C:17]3[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=3[N:19]=2)[CH:28]=[CH:27][N:26]=[CH:25]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 795ImidazoleHCID 20025798HCID 20025798, compound

Product 1

HCID 20025815(E)-2-[2-(4-(1H-Imidazol-1-yl)butoxyphenyl)ethenyl]benzothiazoleYield 46%

Procedure

The named compound was prepared as described in Example 38 starting with (H) of Example 38 (3.0 g, 8.7 mmol) and using imidazole in place of dipropylamine to produce 1.5 g (46% yield) of the named compound as the HCl salt, mp 214°-217° C. IR(KBr): 3400, 1595 cm-1. MS: 376(MH+). 1H NMR (CD3OD): δ 9.01 (s, 1H), 7.88-6.91 (m, 12H), 4.21 (t, J=5.2 Hz, 2H), 3.34 (t, J=5.2 Hz, 2H), 2.25 (m, 4H).

Workup

  1. customThe named compound was prepared

Sources & evidence

ORD record
ord-ccd776a941ff4271a8fd2b76dbbac8be
Source dataset
uspto-grants-1989_08
Patent number
US04861897

Reaction notes

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