Acetic Anhydride → HCID 19023506, compound

HRID 1034161Notes

Reaction equation

HRID 1034161 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][NH:17][S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[NH2:27])(=[O:20])=[O:19])[CH2:9][CH2:8]1.[C:28](OC(=O)C)(=[O:30])[CH3:29]>>[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[N:7]1[CH2:8][CH2:9][N:10]([CH2:13][CH2:14][CH2:15][CH2:16][NH:17][S:18]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[NH:27][C:28](=[O:30])[CH3:29])(=[O:20])=[O:19])[CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 13365999HCID 13365999, compound

Product 1

HCID 19023506HCID 19023506, compoundYield 37%

Procedure

0.02 mol of N-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-2-aminobenzenesulphonamide and 0.5 mol of acetic anhydride are stirred at room temperature for 2 hours. The mixture is evaporated to dryness, concentrated aqueous ammonia solution is poured onto the residue and the base is extracted by shaking with methylene chloride. Purification is carried out by chromatography on silica gel; the eluting agent is CH2Cl2 /CH3OH (9:1). The substance is recrystallised from isopropanol. Yield: 37% of theory; melting point: 99° C.

Workup

  1. customThe mixture is evaporated to dryness, concentrated aqueous ammonia solution
  2. additionis poured onto the residue
  3. extractionthe base is extracted
  4. customPurification
  5. customThe substance is recrystallised from isopropanol

Sources & evidence

ORD record
ord-a812a054ee3640cca45eab15adb3eafd
Source dataset
uspto-grants-1994_05
Patent number
US05314884

Reaction notes

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