Aminoacetaldehyde dimethyl acetal → HCID 21449089, compound

HRID 596885Notes

Reaction equation

HRID 596885 reaction equation
[ClH:1].[F:2][C:3]([F:21])([F:20])[C:4]1[CH:5]=[C:6]([C:10]2[O:14][C:13]([C:15](=[NH:19])OCC)=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1.[CH3:22][O:23][CH:24]([O:27][CH3:28])[CH2:25][NH2:26]>C(O)C>[ClH:1].[CH3:22][O:23][CH:24]([O:27][CH3:28])[CH2:25][N:26]=[C:15]([C:13]1[O:14][C:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([C:3]([F:2])([F:20])[F:21])[CH:5]=2)=[CH:11][CH:12]=1)[NH2:19]

Participants

4

Reactant 2

HCID 89728Aminoacetaldehyde dimethyl acetalHCID 21449087HCID 21449087, compound

Product 1

HCID 21449089HCID 21449089, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirring mixture of 110 g (0.36 mole) of ethyl 5-(3-trifluoromethylphenyl)-2-furimidate hydrochloride and 1700 ml of absolute ethanol was added 38 g (0.36 mole) of aminoacetaldehyde dimethyl acetal with dissolution. The reaction solution was refluxed for 6 hours, the solvent was removed on the Calab evaporator, and the residual solid was washed in hexane and air dried to yield 106 g (78%) of N'-(2,2-dimethoxyethyl)-5-(3-trifluoromethylphenyl)-2-furamidine hydrochloride. A sample was recrystallized from acetonitrile and dried at room temperature to give a m.p. of 173°-174°.

Workup

  1. dissolutionwith dissolution
  2. temperatureThe reaction solution was refluxed for 6 hours
  3. customthe solvent was removed on the Calab evaporator
  4. washthe residual solid was washed in hexane
  5. customair dried

Sources & evidence

ORD record
ord-1ef6b7beee7141c7ab48c1cc0286b05a
Source dataset
uspto-grants-1977_03
Patent number
US04012416

Reaction notes

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