2,2'-Dithiodibenzoyl chloride → HCID 18935304, compound

HRID 3727

Reaction equation

HRID 3727 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].[NH2:21][C:22]1[CH:27]=[C:26]([Cl:28])[N:25]=[CH:24][N:23]=1>ClCCl.N1C=CC=CC=1>[Cl:28][C:26]1[N:25]=[CH:24][N:23]=[C:22]([NH:21][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:21][C:22]2[CH:27]=[C:26]([Cl:28])[N:25]=[CH:24][N:23]=2)=[O:13])[CH:27]=1

Participants

5

Reactant 2

HCID 881642,2'-Dithiodibenzoyl chlorideHCID 2380124-Amino-6-chloropyrimidine

Product 1

HCID 18935304HCID 18935304, compoundYield 12.3%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

This compound was prepared according to the general method of Example 90 using 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane and 4-amino-6-chloropyrimidine (1.51 g, 11.7 mmol) in 12 mL of pyridine. The crude product was triturated with a hot mixture of ethyl acetate and ethanol, filtered, and recrystallized from acetonitrile-DMF to yield 0.38 g of the title compound, mp 254°-256° C.

Workup

  1. customThis compound was prepared
  2. customThe crude product was triturated with a hot mixture of ethyl acetate and ethanol
  3. filtrationfiltered
  4. customrecrystallized from acetonitrile-DMF

Sources & evidence

ORD record
ord-433c355fb94b481c9dee297890a544bc
Source dataset
uspto-grants-1998_03
Patent number
US05734081

Linked notes

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