Benzoyl isothiocyanate → HCID 53678193, compound

HRID 1073135Notes

Reaction equation

HRID 1073135 reaction equation
[C:1]([N:9]=[C:10]=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:12]1([C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH2:25][CH2:26][C:27](=[O:30])[NH:28][N:29]=3)=[CH:20][C:19]=2[N+:31]([O-:33])=[O:32])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>C(Cl)(Cl)Cl>[C:1]([NH:9][C:10]([N:15]1[CH2:16][CH2:17][N:12]([C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH2:25][CH2:26][C:27](=[O:30])[NH:28][N:29]=3)=[CH:20][C:19]=2[N+:31]([O-:33])=[O:32])[CH2:13][CH2:14]1)=[S:11])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 68284Benzoyl isothiocyanateHCID 14459472HCID 14459472, compound

Product 1

HCID 53678193HCID 53678193, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Conditions

Temperature
30 °C

Procedure

A solution of 5.2 g (32 mmol) of benzoyl isothiocyanate in 20 ml of chloroform is added dropwise at room temperature to a suspension of 8.8 g (29 mmol) of 6-[4-(1-piperazinyl)-3-nitro-phenyl]-4,5-dihydro-3(2H)-pyridazinone in 300 ml of chloroform. The reaction mixture is stirred for 2 hours at 30° C. and cooled in an ice bath and the precipitated solid is separated by suction filtration. 12.5 g (93% of theoretical) of orange coloured crystals melting at 140°-141.5° C. remain after drying.

Workup

  1. temperaturecooled in an ice bath
  2. customthe precipitated solid is separated by suction filtration
  3. customafter drying

Sources & evidence

ORD record
ord-80118821a09e40b296aa27a9ad69f8bf
Source dataset
uspto-grants-1990_11
Patent number
US04968683

Reaction notes

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