1,1'-Carbonyldiimidazole → HCID 18923398, compound

HRID 1290152Notes

Reaction equation

HRID 1290152 reaction equation
[Cl:1][C:2]1[C:8]([CH3:9])=[C:7]([Cl:10])[CH:6]=[C:5]([SH:11])[C:3]=1[NH2:4].[C:12](N1C=CN=C1)(N1C=CN=C1)=[O:13]>ClCCl>[Cl:1][C:2]1[C:3]2[NH:4][C:12](=[O:13])[S:11][C:5]=2[CH:6]=[C:7]([Cl:10])[C:8]=1[CH3:9]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 18923408HCID 18923408, compound

Product 1

HCID 18923398HCID 18923398, compoundYield 59.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2,4-dichloro-6-mercapto-3-methylaniline (2.08 g) in dichloromethane (40 ml) was added 1,1'-carbonyldiimidazole (1.78 g) at ambient temperature. The mixture was stirred for one hour at the same temperature. The separated precipitate was collected by filtration, washed with dichloromethane, and dried to give 4,6-dichloro-5-methyl-2-benzothiazolinone (1.40 g).

Workup

  1. filtrationThe separated precipitate was collected by filtration
  2. washwashed with dichloromethane
  3. customdried

Sources & evidence

ORD record
ord-7e120b64129146e78a9e9ce7d576e180
Source dataset
uspto-grants-1998_05
Patent number
US05750699

Reaction notes

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