1,1'-Carbonyldiimidazole → HCID 18923398, compound

HRID 1899969Notes

Reaction equation

HRID 1899969 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-506fcfc85eaf44e5983fbba868c272e3
Source dataset
uspto-grants-1996_11
Patent number
US05574042

Reaction notes

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