2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 13805992, compound

HRID 2292021Notes

Reaction equation

HRID 2292021 reaction equation
C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N.[CH3:15][C:16]1[NH:17][C:18](=[O:32])[CH2:19][S:20][C:21]=1[CH:22]1[N:26](C(OCC)=O)[CH2:25][CH2:24][S:23]1>ClCCl>[CH3:15][C:16]1[NH:17][C:18](=[O:32])[CH2:19][S:20][C:21]=1[C:22]1[S:23][CH:24]=[CH:25][N:26]=1

Participants

4

Reactant 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 70393644HCID 70393644, compound

Product 1

HCID 13805992HCID 13805992, compoundYield 54.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

DDQ (0.16 g) was added to 5-methyl-6-(3-ethoxycarbonyl-dihydro-2-thiazolyl)-2H-1,4-thiazin-3(4H)-one (0.2 g) in dichloromethane (5 ml) and the reaction mixture was stirred at ambient temperature for 1.5 hours. The resulting crystals were filtrated, were washed with saturated aqueous calcium bicarbonate and successively with water, was recrystallized from methanol to give the titled compound (0.08 g, yield 54.0%) as white needles.

Workup

  1. filtrationThe resulting crystals were filtrated
  2. washwere washed with saturated aqueous calcium bicarbonate and successively with water
  3. customwas recrystallized from methanol

Sources & evidence

ORD record
ord-34ae7528e15e4e77a5f6571b6027324f
Source dataset
uspto-grants-1989_01
Patent number
US04800201

Reaction notes

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