Water → HCID 53654022, compound

HRID 1066343Notes

Reaction equation

HRID 1066343 reaction equation
[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][S:9]([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:11])=[O:10])=[O:7])=[CH:4][C:3]=1[N:19]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1[Cl:29])[CH3:20].C(N(CC)CC)C.[C:37](Cl)(=[O:39])[CH3:38].O>C(Cl)(Cl)Cl>[C:37]([NH:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][S:9]([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:11])=[O:10])=[O:7])=[CH:4][C:3]=1[N:19]([CH2:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1[Cl:29])[CH3:20])(=[O:39])[CH3:38]

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 54036314HCID 54036314, compound

Product 1

HCID 53654022HCID 53654022, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4-amino-3-((N-methyl)-2,4-dichlorobenzylamino)-(N-(n-pentanesulfonyl))benzamide was dissolved in chloroform, and triethylamine and acetyl chloride were added to the solution. The reaction mixture was stirred at room temperature for 30 minutes. The reaction solution was mixed with water and separated into aqueous and organic layers. The organic layer was washed with water and concentrated. The resulting residue was crystallized from ether. The crystals were filtrated and dried to yield 4-(acetylamino)-3-((N-methyl)-2,4-dichlorobenzylamino)-(N-(n-pentanesulfonyl))benzamide (33).

Workup

  1. customseparated into aqueous and organic layers
  2. washThe organic layer was washed with water
  3. concentrationconcentrated
  4. customThe resulting residue was crystallized from ether
  5. filtrationThe crystals were filtrated
  6. customdried

Sources & evidence

ORD record
ord-cbff2f397a8c4907b0a931f797b0cb43
Source dataset
uspto-grants-2001_06
Patent number
US06242474B1

Reaction notes

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