4,5-Dichloro-1,2,3-dithiazol-1-ium chloride → HCID 178497427, compound

HRID 1619347Notes

Reaction equation

HRID 1619347 reaction equation
[Cl-].[Cl:2][C:3]1[C:7](Cl)=[S+:6][S:5][N:4]=1.[NH2:9][C:10]1[CH:19]=[C:18]([Br:20])[CH:17]=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13]>C(Cl)Cl>[Br:20][C:18]1[CH:17]=[CH:16][C:11]([C:12]([O:14][CH3:15])=[O:13])=[C:10](/[N:9]=[C:7]2\[C:3]([Cl:2])=[N:4][S:5][S:6]\2)[CH:19]=1

Participants

4

Reactant 2

HCID 110958474,5-Dichloro-1,2,3-dithiazol-1-ium chlorideHCID 17871390Methyl 2-Amino-4-bromobenzoate

Product 1

HCID 178497427HCID 178497427, compoundYield 22.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4,5-dichloro-1,2,3-dithiazol-1-ium chloride (1.9 g, 9.1 mmol) and methyl 2-amino-4-bromobenzoate (1.0 g, 4.3 mmol) in DCM (10 mL) was stirred for 48 h at room temperature. The solvent was evaporated to give the crude compound, which was purified by column chromatography on silica gel to give 350 mg of the desired product. MS (ESI): 367 (MH+).

Workup

  1. customThe solvent was evaporated
  2. customto give the crude compound, which
  3. customwas purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-fb010e8b48bd443c8badea90b0521845
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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