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4-Toluenesulfonyl chloride → HCID 21409892, compound

HRID 1283542
Notes
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Reaction equation

HRID 1283542 reaction equation
[NH2:1][CH2:2][C:3]1([N:9]2[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[C:16]1([CH3:26])[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1>[OH-].[Na+]>[S:22]([NH:1][CH2:2][C:3]1([N:9]2[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH2:14]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)([C:19]1[CH:20]=[CH:21][C:16]([CH3:26])=[CH:17][CH:18]=1)(=[O:24])=[O:23]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 70181321-[1-(4-Methylpiperazin-1-YL)cyclohexyl]methanamine

Product 1

HCID 21409892HCID 21409892, compoundYield 46.3%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

1-(1-Aminomethylcyclohexyl)-4-methylpiperazine (0.5 g) was added to 10% sodium hydroxide solution (10 ml) and p-toluene sulphonyl chloride (0.5 g), and the mixture shaken vigorously. The solid was filtered, washed with water and recrystallised from 95% ethanol to give colourless needles (0.4 g, 46.2%) of 1-(1-tosylaminomethylcyclohexyl)-4-methyl piperazine, m.p. 128°-130°.

Workup

  1. filtrationThe solid was filtered
  2. washwashed with water
  3. customrecrystallised from 95% ethanol

Sources & evidence

ORD record
ord-e34795d2e9774ee180c4847141c1b1f6
Source dataset
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03975443

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes