2-Chlorobenzothiazole → HCID 11292443, compound

HRID 898334Notes

Reaction equation

HRID 898334 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([NH2:15])[CH2:8][CH2:7][CH2:6][C:5]2=1.Cl[C:17]1[S:18][C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=1>>[S:18]1[C:19]2[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=2[N:21]=[C:17]1[NH:15][CH:9]1[C:10]2[NH:11][C:12]3[C:4](=[CH:3][C:2]([Br:1])=[CH:14][CH:13]=3)[C:5]=2[CH2:6][CH2:7][CH2:8]1

Participants

3

Reactant 2

HCID 119872-ChlorobenzothiazoleHCID 5978796-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine

Product 1

HCID 11292443HCID 11292443, compound

Procedure

N-(1,3-Benzothiazol-2-yl)-6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine was prepared from 6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine (75 mg, 0.28 mmol) and 2-chlorobenzothiazole (143 mg, 0.84 mmol) in a similar manner as described in Example 22 to give 11 mg (10%) of a yellow solid. 1H-NMR (CDCl3): δ 9.31 (s, 1H), 7.70-7.62 (m, 3H), 7.39 (t, 1H), 7.29-7.17 (m, 4H), 5.38-5.32 (m, 1H), 2.77-2.75 (m, 2H), 2.45-2.38 (m, 1H), 2.10-1.99 (m, 3H); MS m/z (M−1) 396, 398.

Sources & evidence

ORD record
ord-a03d33fb5a9e44359b5c469f47fcda10
Source dataset
uspto-grants-2008_04
Patent number
US07351733B2

Reaction notes

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