Benzo[b]thiophene-2-carbonyl Chloride → HCID 178522171, compound

HRID 555911Notes

Reaction equation

HRID 555911 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)=[C:6]([CH:8]=1)[NH2:7].[S:14]1[C:18]([C:19](Cl)=[O:20])=[CH:17][C:16]2[CH:22]=[CH:23][CH:24]=[CH:25][C:15]1=2>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)=[C:6]([NH:7][C:19]([C:18]2[S:14][C:15]3[CH:25]=[CH:24][CH:23]=[CH:22][C:16]=3[CH:17]=2)=[O:20])[CH:8]=1

Participants

3

Reactant 2

HCID 142384Benzo[b]thiophene-2-carbonyl ChlorideHCID 178507674HCID 178507674, compound

Product 1

HCID 178522171HCID 178522171, compoundYield 5%

Procedure

The title compound was prepared essentially according to the method of Example 4, but using 5-Chloro-2-(1H-tetrazol-5-yl)aniline (1.0 mmol) and benzo[b]thiophene-2-carbonyl chloride. After precipitation, the product was further purified by recrystallization in ethanol to yield the desired product (19.6 mg, 5%). 1H NMR (400 MHz, d6-DMSO): δ 8.61 (s, 1H), 8.31 (s, 1H), 8.09 (m, 3H), 7.53 (m, 3H). MS (EI) for C16H10ClN5OS: 355.8 (M+H).

Workup

  1. customThe title compound was prepared essentially
  2. customAfter precipitation
  3. customthe product was further purified by recrystallization in ethanol

Sources & evidence

ORD record
ord-76d1c0c2c941436b97b8d2109fd00d33
Source dataset
uspto-grants-2011_11
Patent number
US08053454B2

Reaction notes

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