1-Methylpiperazine → HCID 86739979, compound

HRID 2164550Notes

Reaction equation

HRID 2164550 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[C:8]12([NH:18][S:19]([C:22]3[CH:33]=[C:26]4[C:27](OC(=O)[NH:31][C:25]4=[CH:24][CH:23]=3)=[O:28])(=[O:21])=[O:20])[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2>C1(C)C=CC=CC=1>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:27](=[O:28])[C:26]2[C:25](=[CH:24][CH:23]=[C:22]([S:19](=[O:21])(=[O:20])[NH:18][C:8]34[CH2:17][CH:12]5[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]5)[CH2:9]3)[CH2:15]4)[CH:33]=2)[NH2:31])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 54267812HCID 54267812, compound

Product 1

HCID 86739979HCID 86739979, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.7 g of 1-methylpiperazine are added slowly to a suspension of 10.2 g of 5-[N-(1-adamantyl)-sulfamoyl]-isatoic anhydride in 250 ml of absolute toluene, at 100° with stirring. After the addition is ended, the mixture is stirred for a further 1 hour at 100° and is allowed to cool to room temperature, the precipitate is separated off by decanting and the crude product thus obtained is recrystallised from ethanol. 5-[N-(1-Adamantyl)-sulfamoyl]-anthranilic acid (4-methyl)-piperazide with a melting point of 214°-215° is obtained. (Melting point of the hydrochloride: 298°-300°).

Workup

  1. additionAfter the addition
  2. stirringthe mixture is stirred for a further 1 hour at 100°
  3. customthe precipitate is separated off
  4. customby decanting
  5. customthe crude product thus obtained
  6. customis recrystallised from ethanol

Sources & evidence

ORD record
ord-fe543b5ad57d481c88d3bbc31472b503
Source dataset
uspto-grants-1985_03
Patent number
US04505913

Reaction notes

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