2-Amino-4-chlorobenzenethiol → 5-Chloro-2-(pyridin-4-yl)-1,3-benzothiazole

HRID 1457819Notes

Reaction equation

HRID 1457819 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[SH:9].[N:10]1[CH:15]=[CH:14][C:13]([CH:16]=O)=[CH:12][CH:11]=1>>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]2[S:9][C:16]([C:13]3[CH:14]=[CH:15][N:10]=[CH:11][CH:12]=3)=[N:1][C:2]=2[CH:7]=1

Participants

3

Reactant 2

HCID 120002-Amino-4-chlorobenzenethiolHCID 133894-Pyridinecarboxaldehyde

Product 1

HCID 128554665-Chloro-2-(pyridin-4-yl)-1,3-benzothiazoleYield 20%

Procedure

2-Amino-4-chlorothiophenol (6.5 g, 0.04 mol) and 4-pyridine carboxaldehyde (4.4. g, 0.04 mol) were reacted as exemplified in Example 7 step 1, to afford the title compound as a brown solid (1.8 g, 20%). δH (CDCl3), 7.44 (1H, m, ArH), 7.86 (1H, m, ArH), 7.92 (2H, m, ArH), 8.08 (1H, s, ArH), 8.78 (2H, m, ArH). m/z (ES+) 247 (M+1)+.

Sources & evidence

ORD record
ord-a8c7b0fc6d884789ade468f73733b5f8
Source dataset
uspto-grants-1998_12
Patent number
US05849765

Reaction notes

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