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Butylamine → N-Butyl-N'-methylurea

HRID 466945
Notes
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Reaction equation

HRID 466945 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[CH3:6][N:7]=[C:8]=[O:9]>ClCCl>[CH3:6][NH:7][C:8]([NH:5][CH2:1][CH2:2][CH2:3][CH3:4])=[O:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 8007ButylamineHCID 12228Methyl Isocyanate

Product 1

HCID 96349N-Butyl-N'-methylurea

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

280.32 Grams (3.84 moles) of butylamine and 300 ml of dichloromethane were charged to a round bottom flask equipped with stirrer, cold bath, thermometer, addition funnel and reflux condenser. 229.8 Grams (4.03 Moles, a 5% excess) of methyl isocyanate were charged to the addition funnel and added to the flask contents over four hours keeping the contents between 0° and 35° C. After an additional hour of stirring the exothermic reaction subsided and the mixture was allowed to stand overnight.

Workup

  1. customequipped with stirrer, cold bath
  2. additionthermometer, addition funnel
  3. temperaturereflux condenser
  4. additionadded to the flask contents over four hours
  5. customthe contents between 0° and 35° C
  6. customthe exothermic reaction

Sources & evidence

ORD record
ord-deac1033c0304fbba96c1259253febb4
Source dataset
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05158808

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes