Ammonia → HCID 13674881, compound

HRID 1650000Notes

Reaction equation

HRID 1650000 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][CH2:10][CH:11]([N:13]([CH3:15])[CH3:14])[CH3:12].[CH:16](O)=O.C=O.N>O>[CH3:16][N:9]([CH2:10][CH:11]([N:13]([CH3:15])[CH3:14])[CH3:12])[C:3]1[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][C:4]=1[CH3:8]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 284Formic AcidHCID 712FormaldehydeHCID 134365N~1~-(2,6-Dimethylphenyl)-N~2~,N~2~-dimethylpropane-1,2-diamine

Product 1

HCID 13674881HCID 13674881, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.5 g (7.3 mmoles) of 1-(2,6-dimethylphenyl-amino)-2-dimethylamino-propane, prepared as described in Example 8, 1.5 ml of 99% formic acid and 1.5 ml of a 36% aqueous formaldehyde solution is boiled for 6 hours. The mixture is cooled, poured onto 30 ml of water, the aqueous solution is rendered alkaline (pH=9) with concentrated aqueous ammonia, and extracted then thrice with 10 ml of benzene, each. The benzene solutions are combined, dried over anhydrous potassium carbonate, and the solvent is evaporated under reduced pressure. 1.58 g (98,8%) of 1-[N-methyl-N-(2,6-dimethylphenyl)-amino]2-dimethylamino-propane are obtained as a light yellow oil; b.p.: 102°-104° C./133.3 Pa.

Workup

  1. customprepared
  2. temperatureThe mixture is cooled
  3. extractionextracted
  4. dry with materialdried over anhydrous potassium carbonate
  5. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-76d1e5a0e29b41858160b212e96d8476
Source dataset
uspto-grants-1990_05
Patent number
US04922021

Reaction notes

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