Dichloromethane → N-cyclopropyl-2-[[2-(cyclopropylcarbamoyl)phenyl]disulfanyl]benzamide

HRID 3736

Reaction equation

HRID 3736 reaction equation
[C:1](Cl)(=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].[CH:21]1([NH2:24])[CH2:23][CH2:22]1.C([N:27]([CH2:30][CH3:31])CC)C.Cl[CH2:33]Cl>>[CH:21]1([NH:24][C:1](=[O:19])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][S:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([NH:27][CH:30]2[CH2:31][CH2:33]2)=[O:13])[CH2:23][CH2:22]1

Participants

5

Reactant 4

HCID 6344Dichloromethane2×HCID 8471TriethylamineHCID 69828CyclopropylamineHCID 881642,2'-Dithiodibenzoyl chloride

Product 1

HCID 465356N-cyclopropyl-2-[[2-(cyclopropylcarbamoyl)phenyl]disulfanyl]benzamide

Procedure

A solution of 2,2'-dithiobisbenzoyl chloride (1.0 g, 3.0 mmol) in 20 mL of dichloromethane was added dropwise to a solution of cyclopropylamine (0.52 mL, 7.5 mmol) and triethylamine (1.2 mL, 9.0 mmol) in 20 mL of dichloromethane. A solid formed immediately, the mixture was stirred for 3 hours and then filtered. The solid was dried to yield 0.65 g of the title compound, mp 257°-259° C.;

Workup

  1. customA solid formed immediately
  2. filtrationfiltered
  3. customThe solid was dried

Sources & evidence

ORD record
ord-3891158d65564d66834bcdc1c2f37155
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Linked notes

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