HCID 178427624, compound → HCID 178514326, compound

HRID 1763459Notes

Reaction equation

HRID 1763459 reaction equation
C1(C)C=CC(S([NH:10][N:11]=[C:12]2[C:20]3[C:15](=[CH:16][C:17]([Cl:21])=[CH:18][CH:19]=3)[NH:14][C:13]2=[O:22])(=O)=O)=CC=1>[OH-].[Na+].ClCCl>[Cl:21][C:17]1[CH:16]=[C:15]2[C:20]([C:12](=[N+:11]=[N-:10])[C:13](=[O:22])[NH:14]2)=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 178427624HCID 178427624, compound

Product 1

HCID 178514326HCID 178514326, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 14798Sodium HydroxideSolvent

Procedure

33.8 g of 6-chloroisatin-3-p-toluenesulfonylhydrazone is suspended in a mixture of 970 ml of 0.2 N sodium hydroxide solution and 1.5 liters of dichloromethane. The suspension is heated at 41° for 3 hours with vigorous stirring under nitrogen, cooled to room temperature, filtered and recrystallized from methanol. Yield 13 g (68%), m.p. 197°-199° (d).

Workup

  1. temperatureThe suspension is heated at 41° for 3 hours
  2. filtrationfiltered
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-cc95e345e4d940a7bae7b55a91c65e82
Source dataset
uspto-grants-1978_09
Patent number
US04112098

Reaction notes

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