Diazopropane → HCID 13517200, compound

HRID 1589132Notes

Reaction equation

HRID 1589132 reaction equation
[N+:1](=[CH:3][CH2:4][CH3:5])=[N-].[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]2[S:19][C:18](=[S:20])N[C:16](=[O:21])[N:15]=2)=[CH:9][CH:8]=1>CCOCC.O1CCCC1>[CH2:3]([N:1]1[C:16](=[O:21])[N:15]=[C:14]([S:13][C:10]2[CH:11]=[CH:12][C:7]([Cl:6])=[CH:8][CH:9]=2)[S:19][C:18]1=[S:20])[CH2:4][CH3:5]

Participants

5

Reactant 2

HCID 12224242DiazopropaneHCID 13517199HCID 13517199, compound

Product 1

HCID 13517200HCID 13517200, compoundYield 66.4%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 7.7 g of diazopropane in ether is added in portions to a solution of 28.8 g of 2,3-dihydro-6-(4-chlorophenylthio)-2-thioxo-4H-1,3,5-thiadiazin-4-one in 250 ml of tetrahydrofuran at 22° C. The solvent is distilled off, the residue is taken up in a small amount of methanol, and the precipitate is filtered off under suction, washed with methanol and dried. 21.9 g of 3-propyl-6-(4-chlorophenylthio)-2-thioxo-1,3,5-thiadiazin-4-one are obtained in the form of yellow crystals of melting point 151°-152° C.

Workup

  1. distillationThe solvent is distilled off
  2. filtrationthe precipitate is filtered off under suction
  3. washwashed with methanol
  4. customdried

Sources & evidence

ORD record
ord-e29193bfc1234094bf7741b8ee57c097
Source dataset
uspto-grants-1986_02
Patent number
US04568672

Reaction notes

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