Isopropyl isocyanate → 1-Isopropyl-3-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)urea

HRID 616056Notes

Reaction equation

HRID 616056 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]([NH2:12])[CH2:4][CH2:3]1.[CH:13]([N:16]=[C:17]=[O:18])([CH3:15])[CH3:14]>ClCCl>[CH:13]([NH:16][C:17]([NH:12][CH:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2](=[O:1])[CH2:3][CH2:4]1)=[O:18])([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 137386604-amino-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 203516901-Isopropyl-3-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)urea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A 13 g sample of 1,2,3,4-tetrahydro-4-oxo-1-naphthylamine is dissolved in 100 ml of dichloromethane and stirred under nitrogen atmosphere. A solution of 6.86 g of isopropyl isocyanate in 45 ml of CH2Cl2 is then added over a 48 minute period at 20° C to 28° C. The mixture is stirred for 16 hours at room temperature and filtered to give the title compound, melting point 185° C to 188° C.

Workup

  1. stirringThe mixture is stirred for 16 hours at room temperature
  2. filtrationfiltered

Sources & evidence

ORD record
ord-56031aa5eae64c73aa610b79f64abc2d
Source dataset
uspto-grants-1978_02
Patent number
US04072711

Reaction notes

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