2-Chloroethyl isocyanate → HCID 13254209, compound

HRID 905256Notes

Reaction equation

HRID 905256 reaction equation
[CH2:1]([NH2:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[Cl:7][CH2:8][CH2:9][N:10]=[C:11]=[O:12]>C(OCC)C>[CH2:1]([NH:6][C:11]([NH:10][CH2:9][CH2:8][Cl:7])=[O:12])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 160352-Chloroethyl isocyanateHCID 79882Neopentylamine

Product 1

HCID 13254209HCID 13254209, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
5 °C

Procedure

Neopentylamine (8.7 g, 0.1 mol) was dissolved in 50 ml of anhydrous diethyl ether and cooled to 5° C. 2-Chloroethyl isocyanate (10.5 g, 0.1 mol) dissolved in an additional 50 ml of ether was added over 30 minutes while maintaining a temperature of less than 10° C. Stirring continued for an additional hour, and the cold mixture was filtered and washed with chilled ether. The compound was dried in a desiccator over sodium hydroxide overnight giving 15.4 g (80%) as a white powder, MP (melting point) 90°-1° C. (decomposes). Elemental analysis showed the following:

Workup

  1. additionwas added over 30 minutes
  2. temperaturewhile maintaining a temperature of less than 10° C
  3. waitcontinued for an additional hour
  4. filtrationthe cold mixture was filtered
  5. washwashed with chilled ether
  6. dry with materialThe compound was dried in a desiccator over sodium hydroxide overnight
  7. customgiving 15.4 g (80%) as a white powder, MP (melting point) 90°-1° C. (decomposes)

Sources & evidence

ORD record
ord-f0ae234cefea473dbb12c5ac210495a9
Source dataset
uspto-grants-1983_12
Patent number
US04423076

Reaction notes

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