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5-Chloro-3-methylbenzo(b)thiophene-2-sulfonyl chloride → HCID 18180138, compound

HRID 1358950
Notes
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Reaction equation

HRID 1358950 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[C:16]([NH2:22])[CH:17]=[CH:18][C:19]=2[O:20][CH3:21])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6]C=CC=1.[Cl:23][C:24]1[CH:25]=[CH:26][C:27]2[S:31][C:30]([S:32](Cl)(=[O:34])=[O:33])=[C:29]([CH3:36])[C:28]=2[CH:37]=1>CC(C)=O>[CH:2]1([CH2:1][N:8]2[CH2:9][CH2:10][N:11]([C:14]3[CH:15]=[C:16]([NH:22][S:32]([C:30]4[S:31][C:27]5[CH:26]=[CH:25][C:24]([Cl:23])=[CH:37][C:28]=5[C:29]=4[CH3:36])(=[O:34])=[O:33])[CH:17]=[CH:18][C:19]=3[O:20][CH3:21])[CH2:12][CH2:13]2)[CH2:7][CH2:6]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 27357565-Chloro-3-methylbenzo(b)thiophene-2-sulfonyl chlorideHCID 18180141HCID 18180141, compound

Product 1

HCID 18180138HCID 18180138, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 3-(4-benzyl-piperazin-1-yl)-4-methoxy-phenylamine (D22) (1 mmol) in acetone (5 ml) was added 5-chloro-3-methylbenzothiophene-2-sulphonyl chloride (1 mmol). Stirring was continued at room temperature for 14 hrs. The hydrochloride salt of the sulphonamide was collected by filtration, triturated with diethyl ether and dried in vacuo in 42% yield. Found MH+ 506/508.

Workup

  1. filtrationThe hydrochloride salt of the sulphonamide was collected by filtration
  2. customtriturated with diethyl ether
  3. customdried in vacuo in 42% yield

Sources & evidence

ORD record
ord-abf23fa2949c475b91bfb9df7a868d01
Source dataset
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06599904B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes