Methylamine → HCID 20273399, compound

HRID 371510Notes

Reaction equation

HRID 371510 reaction equation
ClC1C=C([CH2:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=3)(=[O:20])=[O:19])=[CH:14][CH:13]=2)=[O:10])C=CC=1.[CH3:28][NH2:29]>C(O)C>[Cl:27][C:23]1[CH:22]=[C:21]([S:18]([C:15]2[CH:16]=[CH:17][C:12]([NH:11][C:9](=[O:10])[CH2:8][NH:29][CH3:28])=[CH:13][CH:14]=2)(=[O:20])=[O:19])[CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 20273400HCID 20273400, compound

Product 1

HCID 20273399HCID 20273399, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6.0 g of 3-chlorophenyl-4'-(m-chlorophenylsulfonyl)acetanilide, 1100 ml of methylamine and 20 ml of ethanol was refluxed for 3.5 hours. The solvent was evaporated and the residue partitioned between dichloromethane and water. The dichloromethane portion was evaporated and the residue crystallized from ethanol giving 2.48 g of the desired product, mp 110°-112° C.

Workup

  1. temperaturewas refluxed for 3.5 hours
  2. customThe solvent was evaporated
  3. customthe residue partitioned between dichloromethane and water
  4. customThe dichloromethane portion was evaporated
  5. customthe residue crystallized from ethanol giving 2.48 g of the desired product, mp 110°-112° C.

Sources & evidence

ORD record
ord-acdd8da4508f4d3592fd8c9d4be876ff
Source dataset
uspto-grants-1985_07
Patent number
US04532349

Reaction notes

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