Methyl Isocyanate → HCID 21538710, compound

HRID 1076874Notes

Reaction equation

HRID 1076874 reaction equation
[CH:1]([NH:3][C:4]1[C:13]2[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=2[C:7]([OH:14])=[CH:6][CH:5]=1)=[O:2].[CH3:15][N:16]=[C:17]=[O:18]>CC(C)=O.C(N(CC)CC)C>[CH3:15][NH:16][C:17](=[O:18])[O:14][C:7]1[C:8]2[CH2:9][CH2:10][CH2:11][CH2:12][C:13]=2[C:4]([NH:3][CH:1]=[O:2])=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 12228Methyl IsocyanateHCID 21538711HCID 21538711, compound

Product 1

HCID 21538710HCID 21538710, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 8471TriethylamineCatalystHCID 180AcetoneSolvent

Procedure

4-Formamido-5,6,7,8-tetrahydro-1-naphthol was dissolved in anhydrous acetone and allowed to react with an excess of methyl isocyanate in a pressure bottle at room temperature for 2 days. Triethylamine was used as a catalyst. The solvent was stripped from the product under reduced pressure and the solid residue washed thoroughly with isopropyl ether. There was obtained 4-formamido-5,6,7,8-tetrahydro-1-naphthyl N-methylcarbamate, m.p. 165°-166°, in 87% yield.

Workup

  1. washthe solid residue washed thoroughly with isopropyl ether

Sources & evidence

ORD record
ord-8fe904e62b2a46e2bf6a00050d06069b
Source dataset
uspto-grants-1976_05
Patent number
US03958006

Reaction notes

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