Methyl Isocyanate → HCID 20279741, compound

HRID 1247869Notes

Reaction equation

HRID 1247869 reaction equation
Cl.[CH2:2]([NH:14][NH2:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[OH-].[K+].[CH3:18][N:19]=[C:20]=[O:21]>C(OCC)C>[CH3:18][NH:19][C:20]([N:14]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[NH2:15])=[O:21]

Participants

5

Reactant 3

HCID 12228Methyl IsocyanateHCID 14797Potassium HydroxideHCID 20279742HCID 20279742, compound

Product 1

HCID 20279741HCID 20279741, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A stirred, degassed suspension of dodecylhydrazine hydrochloride (4.62 g, 0.017 mole) in diethyl ether (15 mL) was cooled under nitrogen and 4N aqueous potassium hydroxide (8.7 mL, 0.035 mole) was added. Stirring was continued as methyl isocyanate (0.97 g, 0.017 mole) in 5 mL diethyl ether was added dropwise. The mixture was filtered to yield 4.12 g (94.7%) N-methyl-1-dodecyl-hydrazinecarboxamide (m.p. 73°-75° C.). NMR analysis confirmed the structure.

Workup

  1. customA stirred, degassed
  2. temperaturewas cooled under nitrogen
  3. additionwas added dropwise
  4. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-65043bcda5634aca90dd0bcf9f2fa99c
Source dataset
uspto-grants-1985_06
Patent number
US04521325

Reaction notes

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