2-Methylbenzothiazole → HCID 20025798, compound

HRID 1723524Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=O.[CH3:15][C:16]1[S:17][C:18]2[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=2[N:20]=1>>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1/[CH:9]=[CH:15]/[C:16]1[S:17][C:18]2[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=2[N:20]=1

Participants

Reactant 2

HCID 84462-Methylbenzothiazole

HCID 137680584-Chlorobutoxybenzaldehyde

Product 1

HCID 20025798HCID 20025798, compoundYield 63%

Procedure

The procedure of Example 18 was followed starting with 4-chlorobutoxybenzaldehyde (10 g, 47 mmol) and using 2-methylbenzothiazole (6.0 ml, 47 mmol) in place of 2-methylbenzoxazole to give 10.1 g (63% yield) of (E)-2-[2-(4-chlorobutoxyphenyl)ethenyl]benzothiazole (H) as a solid, mp 98°-100° C. 1H NMR (CDCl3): δ 8.01-6.89 (m, 10H), 4.01 (t, J=5.2 Hz, 2H), 3.61 (t, J=5.2 Hz, 2H), 1.94 (m, 4H).

Sources & evidence

ORD record: ord-1c13e99804c74eb3b3ba7365906b8d9e
Source dataset: uspto-grants-1989_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04861897

Reaction notes

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