N,N,N',N'-Tetramethylmethanediamine → HCID 14556367, compound

HRID 1087748Notes

Reaction equation

HRID 1087748 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11](=[O:14])[CH2:12][CH3:13])=[CH:10][C:5]=2[O:4][C:3]1=[O:15].[CH3:16]N(CN(C)C)C.C(OC(=O)C)(=O)C>>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([C:11](=[O:14])[C:12](=[CH2:16])[CH3:13])=[CH:10][C:5]=2[O:4][C:3]1=[O:15]

Participants

4

Reactant 3

HCID 5829N,N,N',N'-TetramethylmethanediamineHCID 7918Acetic AnhydrideHCID 3043000JPB 5

Product 1

HCID 14556367HCID 14556367, compound

Conditions

Temperature
100 °C

Procedure

0.01 mole of 3-methyl-6-propionylbenzoxazolinone and 0.04 mole of bis(dimethylamino)methane are introduced into a 150-cm3 ground-necked flask equipped with a reflux condenser and a magnetic stirrer. 15 cm3 of acetic anhydride are added dropwise and the mixture is heated to 100° C. for 5 hours. After being cooled, the reaction mixture is poured into 5 volumes of ice-cold water. The mixture is acidified and stirred for one hour, and the product is drained, washed with water to neutrality, dried and recrystallized in hexane.

Workup

  1. customequipped with a reflux condenser and a magnetic stirrer
  2. temperatureAfter being cooled
  3. additionthe reaction mixture is poured into 5 volumes of ice-cold water
  4. washwashed with water to neutrality
  5. customdried
  6. customrecrystallized in hexane

Sources & evidence

ORD record
ord-b0b578542a354c809acac37a1333bb64
Source dataset
uspto-grants-1990_10
Patent number
US04960778

Reaction notes

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