Hydrochloric Acid → Methyl-3-(3,4-dihydro-4-ureido-1(2H)-Naphthylidene)carbazate

HRID 617061Notes

Reaction equation

HRID 617061 reaction equation
O=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([NH:12][C:13]([NH2:15])=[O:14])[CH2:4][CH2:3]1.[C:16]([O:20][CH3:21])(=[O:19])[NH:17][NH2:18].Cl>C(O)C>[CH3:21][O:20][C:16](=[O:19])[NH:17][N:18]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([NH:12][C:13]([NH2:15])=[O:14])[CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 80519Methyl carbazateHCID 3628438Urea, (1,2,3,4-tetrahydro-4-oxo-1-naphthalenyl)-

Product 1

HCID 70627261Methyl-3-(3,4-dihydro-4-ureido-1(2H)-Naphthylidene)carbazate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1,2,3,4-tetrahydro-4-oxo-1-naphthylurea (4.5 g), methyl carbazate (4.0 g), 95% ethanol (150 ml) and concentrated hydrochloric acid (2 ml) is heated at reflux for an overnight period. The mixture is cooled to room temperature and the crystals are collected. The product melts at 230° C to 233° C (dec). On recrystallizing from aqueous methanol, the title compound melts at 223° C to 225° C (dec).

Workup

  1. temperatureis heated
  2. temperatureat reflux for an overnight period
  3. customthe crystals are collected
  4. customOn recrystallizing from aqueous methanol

Sources & evidence

ORD record
ord-68bbd1a16cb940ac8386d1324edd3daf
Source dataset
uspto-grants-1978_02
Patent number
US04076952

Reaction notes

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