2-Methylbenzothiazole → HCID 14146369, compound

HRID 1723522Notes

Reaction equation

HRID 1723522 reaction equation
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1.[CH3:13][C:14]1[S:15][C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1>>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8](/[CH:9]=[CH:13]/[C:14]2[S:15][C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[N:18]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 84462-MethylbenzothiazoleHCID 1431564-(2-Chloroethoxy)benzaldehyde

Product 1

HCID 14146369HCID 14146369, compoundYield 90%

Procedure

The named compound was prepared as described in Example 17 starting with 4-chloroethoxybenzaldehyde (4.0 g, 22 mmol) and using 2-methylbenzothiazole in place of 2-methylbenzoxazole to give (E)-2-[2-(4-chloroethoxyphenyl)ethenyl]benzothiazole (G) (7.6 g, 90% yield) as a yellow solid, mp 92°-94° C. 1H NMR (CDCl3): δ 8.09-6.85 (m, 10H), 4.23 (t, J=5.2 Hz, 2H), 3.81 (t, J=5.2 Hz, 2H).

Workup

  1. customThe named compound was prepared

Sources & evidence

ORD record
ord-cd63c270fb334553805ddefd70aa7e70
Source dataset
uspto-grants-1989_08
Patent number
US04861897

Reaction notes

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