Phenyl Isothiocyanate → HCID 58338482, compound

HRID 1258477Notes

Reaction equation

HRID 1258477 reaction equation
[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([C:10]([NH:12][NH2:13])=[O:11])=[CH:2]1.[C:14]1([N:20]=[C:21]=[S:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>ClC(Cl)C>[NH:1]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[C:3]([C:10]([NH:12][NH:13][C:21]([NH:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[S:22])=[O:11])=[CH:2]1

Participants

4

Reactant 2

HCID 7673Phenyl Isothiocyanate2×HCID 58338466HCID 58338466, compound

Product 1

HCID 58338482HCID 58338482, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

350 mg of (1H-pyrrolo[2,3-b]pyridine-3-carbohydrazide and 261 μl of phenyl isothiocyanate in 10 ml of dichloroethane are stirred at 60° C. for 15 hours in a screw-lid vial. A further 78 μl of phenyl isothiocyanate are added, and the mixture is stirred at the same temperature for 20 hours. After cooling in the refrigerator, the precipitate is filtered off with suction and dried, giving 610 mg of 1-(1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-4-phenylthiosemicarbazide as colourless powder; (yield 98.6%); MS-FAB (M+H+)=312.3; Rf (polar method): 1.43 min.

Workup

  1. temperatureAfter cooling in the refrigerator
  2. filtrationthe precipitate is filtered off with suction
  3. customdried

Sources & evidence

ORD record
ord-e9fdbc836ba54168abcf5a7356f416f8
Source dataset
uspto-grants-2013_06
Patent number
US08466170B2

Reaction notes

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