Formaldehyde → HCID 22619060, compound

HRID 255685Notes

Reaction equation

HRID 255685 reaction equation
[N+](CC)([O-])=O.C(N)(C)C.C=O.[N+:12]([C:15]([CH3:26])([CH2:21][NH:22][CH:23]([CH3:25])[CH3:24])[CH2:16][NH:17][CH:18]([CH3:20])[CH3:19])([O-])=O>CC(O)C>[NH2:12][C:15]([CH3:26])([CH2:16][NH:17][CH:18]([CH3:20])[CH3:19])[CH2:21][NH:22][CH:23]([CH3:25])[CH3:24]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 6363IsopropylamineHCID 6587Nitroethane2×HCID 20184161HCID 20184161, compound

Product 1

HCID 22619060HCID 22619060, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In a manner analogous to that described hereinabove, 1 mol of nitroethane is added slowly to 2 mols of isopropylamine to form the salt intermediate, and thereafter 2 mols of paraformaldehyde are slowly added to the salt with stirring which is continued for 4 hr. The conversion of the nitroethane to 2-nitro-2-methyl-1,3-di(isopropylamino)propane is in excess of 90 mol %. The reaction mixture is then diluted with 250 ml of i-PrOH and hydrogenated in a manner analogous to that described hereinabove, to yield 2-amino-2-methyl-1,3-di(isopropylamino)propane the conversion of which is in excess of 90 mol % based on the nitroethane charged.

Workup

  1. customto form the salt intermediate

Sources & evidence

ORD record
ord-e7690abe01da4e8dbd873b9a6cc361f8
Source dataset
uspto-grants-1987_10
Patent number
US04698446

Reaction notes

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