Ammonia → HCID 15228231, compound

HRID 1768750Notes

Reaction equation

HRID 1768750 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.[CH2:8]=O.[C:10]([N:13]1[CH2:18][CH2:17][N:16]2[CH:19]=[CH:20][CH:21]=[C:15]2[CH2:14]1)(=[O:12])[CH3:11].N>O>[C:10]([N:13]1[CH2:18][CH2:17][N:16]2[C:19]([CH2:8][N:2]3[CH2:7][CH2:6][O:5][CH2:4][CH2:3]3)=[CH:20][CH:21]=[C:15]2[CH2:14]1)(=[O:12])[CH3:11]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 712FormaldehydeHCID 197884Morpholine, hydrochloride (1:1)HCID 15228229HCID 15228229, compound

Product 1

HCID 15228231HCID 15228231, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.72 g of morpholine hydrochloride, 1.65 g of a 40% solution of formaldehyde, and 3.3 g of 2-acetyl-1,2,3,4-tetrahydropyrrolo-[1,2-a]-pyrazine was stirred for 4 hours at room temperature. 15 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 crystallized from ethanol to give 3.2 g (61%) the title compound, mp 117°-118° C. Nmr (CDCl3): δ2.1 (s) (3H, CH3); 2.2-2.4 (m) (4H, CH2); 3.38 (s) (2H, CH2 -N); 3.5-3.7 (m) (4H, CH2), 3.7-4.1 (m) (4H, 3,4-CH2); 4.6 (s) (2H, 1-CH2); 5.7-5.82 (m) (1H, 7-H); 5.82-6.0 (m) (1H, 8-H). Anal. calculated for C14H21N3O2 : C 63.85%; H 8.04%; N 15.96% and found: C 63.90%; H 8.06%; N 15.76%.

Workup

  1. additionwas added to the reaction mass
  2. extractionthe product was extracted with benzene
  3. customBenzene was removed by distillation
  4. customthe residue was crystallized from ethanol

Sources & evidence

ORD record
ord-4b44167ffac54b689c5a1245ba85943a
Source dataset
uspto-grants-1995_01
Patent number
US05378846

Reaction notes

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