1,2-Diazinane → HCID 86746491, compound

HRID 1646454Notes

Reaction equation

HRID 1646454 reaction equation
[CH3:1][O:2][C:3]([C:5]1([S:9][C:10]2[CH:15]=[C:14]([N:16]=[C:17]=[S:18])[C:13]([F:19])=[CH:12][C:11]=2[Cl:20])[CH2:8][CH2:7][CH2:6]1)=[O:4].[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][NH:22]1>C(O)C>[CH3:1][O:2][C:3]([C:5]1([S:9][C:10]2[CH:15]=[C:14]([NH:16][C:17]([N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][NH:22]3)=[S:18])[C:13]([F:19])=[CH:12][C:11]=2[Cl:20])[CH2:6][CH2:7][CH2:8]1)=[O:4]

Participants

4

Reactant 2

HCID 1363341,2-DiazinaneHCID 54215226HCID 54215226, compound

Product 1

HCID 86746491HCID 86746491, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

While stirring at room temperature, a solution of 13.1 g of 1-(2-chloro-4-fluoro-5-isothiocyanato-phenylthio)-cyclobutanecarboxylic acid methyl ester obtained in accordance with Example P2 in 200 ml of ethanol is added dropwise to a solution of 4 g of hexahydropyridazine in 30 ml of ethanol. After stirring for 3 hours at room temperature, the reaction mixture is concentrated by evaporation in vacuo, yielding 10.8 g of 1-[2-chloro-4-fluoro-5-(1-hexahydropyridazinyl-thiocarbonylamino)-phenylthio]-cyclobutanecarboxylic acid methyl ester having a melting point of from +112° to +113° C.

Workup

  1. stirringAfter stirring for 3 hours at room temperature
  2. concentrationthe reaction mixture is concentrated by evaporation in vacuo

Sources & evidence

ORD record
ord-d81f2fd25ca94ad5864bba1f401f7c52
Source dataset
uspto-grants-1993_01
Patent number
US05180418

Reaction notes

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