Ethyl chloroformate → HCID 13163313, compound

HRID 1902192Notes

Reaction equation

HRID 1902192 reaction equation
C[N:2]1[CH2:19][CH2:18][N:5]2[C:6]3[CH:17]=[CH:16][CH:15]=[CH:14][C:7]=3[CH2:8][N:9]3[CH:13]=[CH:12][CH:11]=[C:10]3[CH:4]2[CH2:3]1.Cl[C:21]([O:23][CH2:24][CH3:25])=[O:22]>C1C=CC=CC=1.C(OCC)C>[C:21]([N:2]1[CH2:19][CH2:18][N:5]2[C:6]3[CH:17]=[CH:16][CH:15]=[CH:14][C:7]=3[CH2:8][N:9]3[CH:13]=[CH:12][CH:11]=[C:10]3[CH:4]2[CH2:3]1)([O:23][CH2:24][CH3:25])=[O:22]

Participants

5

Reactant 2

HCID 10928Ethyl chloroformateHCID 51355Aptazapine

Product 1

HCID 13163313HCID 13163313, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 3283Diethyl EtherSolvent

Procedure

To the solution of 1.9 g of 2-methyl-1,3,4,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]-benzodiazepine in 50 ml of benzene, 2.14 g of ethyl chloroformate are added and the mixture is refluxed for 3 days. It is diluted with diethyl ether, washed with N hydrochloric acid and with both saturated aqueous sodium chloride and sodium bicarbonate, dried and evaporated, to yield the 2-carbethoxy-1,3,4,14b-tetrahydro-10H-pyrazino[1,2-a]pyrrolo[2,1-c][1,4]-benzodiazepine showing in the NMR-spectrum peaks at 8.55(t), 6.60(m), 5.65(q) and 3.90(d) ppm, and in the mass-spectrum a molecular ion of 311.

Workup

  1. temperaturethe mixture is refluxed for 3 days
  2. washwashed with N hydrochloric acid and with both saturated aqueous sodium chloride and sodium bicarbonate
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-34953972e09948719ddade6e13bd41d9
Source dataset
uspto-grants-1982_12
Patent number
US04362666

Reaction notes

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