Ammonia → HCID 18949414, compound

HRID 1768749Notes

Reaction equation

HRID 1768749 reaction equation
[Cl-].[CH3:2][NH2+:3][CH3:4].[CH2:5]=O.[C:7]([N:10]1[CH2:15][CH2:14][N:13]2[CH:16]=[CH:17][CH:18]=[C:12]2[CH2:11]1)(=[O:9])[CH3:8].N>O>[C:7]([N:10]1[CH2:15][CH2:14][N:13]2[C:16]([CH2:2][N:3]([CH3:5])[CH3:4])=[CH:17][CH:18]=[C:12]2[CH2:11]1)(=[O:9])[CH3:8]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 712FormaldehydeHCID 12954980Dimethylazanium;chlorideHCID 15228229HCID 15228229, compound

Product 1

HCID 18949414HCID 18949414, compoundYield 51.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.35 g of dimethylammonium chloride, 1.24 g of a 40% solution of formaldehyde, and 2.45 g of 2-acetyl-1,2,3,4-tetrahydropyrrolo-[1,2-a]-pyrazine was stirred for 4 hours at room temperature. 10 ml of water, alkalized with a 25% solution of ammonia, was added to the reaction mass and the product was extracted with benzene. Benzene was removed by distillation and the residue was distilled under vacuum to give 1.7 g (51.5%) of the title compound. The boiling point was 177°-178° C. at 1 mm Hg. Nmr (CDCl3): δ2.23 (s) (9H, CH3); 3.38 (s) (2H, CH2N); 3.8-4.2 (m) (4H, 3,4-CH2); 4.7 (s) (2H, 1-CH2); 5.8-5.95 (m) (1H, 7-H); 5.95-6.1 (m) (1H, 8-H). Anal. calculated for C12H19N3O: C 65.13%; H 8.65%; N 18.99%; and found: C 65.36%; H 8.76%; N 19.21%.

Workup

  1. additionwas added to the reaction mass
  2. extractionthe product was extracted with benzene
  3. customBenzene was removed by distillation
  4. distillationthe residue was distilled under vacuum

Sources & evidence

ORD record
ord-37e6d5e2bee24398970abe075695f13d
Source dataset
uspto-grants-1995_01
Patent number
US05378846

Reaction notes

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