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

HRID 372075Notes

Reaction equation

HRID 372075 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-c4526dbe3af047929512ae072407abea
Source dataset
uspto-grants-1978_05
Patent number
US04088786

Reaction notes

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