Hydrochloric Acid → HCID 49826400, compound

HRID 1601332Notes

Reaction equation

HRID 1601332 reaction equation
O=[C:2]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:3][CH2:4][CH2:5][O:6][C:7](=[O:19])[NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1.Cl.O.[NH2:28][NH:29][C:30]([NH2:32])=[S:31]>CO>[C:9]1([NH:8][C:7](=[O:19])[O:6][CH2:5][CH2:4][CH2:3][C:2](=[N:28][NH:29][C:30]([NH2:32])=[S:31])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 2723789ThiosemicarbazideHCID 53854238HCID 53854238, compound

Product 1

HCID 49826400HCID 49826400, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of naphthalen-1-carbamic acid 4-oxo-4-phenyl-butyl ester (4.72 g, 14 mmol), prepared in the previous step, in 100 ml of methanol plus 3.8 ml of 1 N HCl and 3.8 ml of water was warmed to dissolve the solid. While still warm thiosemicarbazide (1.29 g, 14 mmol) was added and the reaction stirred for 21 hours. The solid present was collected by filtration and dried under high vacuum to give the title compound (5.29 g, 92%) as a tan solid, mp 189-192° C.

Workup

  1. dissolutionto dissolve the solid
  2. filtrationThe solid present was collected by filtration
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-99a14163165e42f9b4a27aebaabaad42
Source dataset
uspto-grants-1999_11
Patent number
US05977170

Reaction notes

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