Dimethylamine → HCID 20554412, compound

HRID 1106026Notes

Reaction equation

HRID 1106026 reaction equation
Cl[CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH:9][C:8](=[O:16])[C:7]2[CH:17]=[N:18][CH:19]=[N:20][C:6]1=2)=[O:4].[CH3:21][NH:22][CH3:23]>C(O)C>[CH3:21][N:22]([CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[NH:9][C:8](=[O:16])[C:7]2[CH:17]=[N:18][CH:19]=[N:20][C:6]1=2)=[O:4])[CH3:23]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 20554363HCID 20554363, compound

Product 1

HCID 20554412HCID 20554412, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 g (0.0174 mol) of 11-chloroacetyl-5,6-dihydropyrimido[4,5-b][1,5]benzodiazepin-5-one are added at 10° C. to 150 ml of a saturated solution of dimethylamine in absolute ethanol, the mixture is stirred for a further 15 minutes at the same temperature and the volatile constituents are then removed on a rotary evaporator. 50 ml of saturated sodium bicarbonate solution are added to the residue, the mixture is extracted several times with chloroform and the organic phase is dried and concentrated. The residue is recrystallized from 6:4 ethyl acetate/methylene chloride; yield: 2.2 g, m.p. 208° to 210° C.

Workup

  1. customthe volatile constituents are then removed on a rotary evaporator
  2. addition50 ml of saturated sodium bicarbonate solution are added to the residue
  3. extractionthe mixture is extracted several times with chloroform
  4. customthe organic phase is dried
  5. concentrationconcentrated
  6. customThe residue is recrystallized from 6:4 ethyl acetate/methylene chloride

Sources & evidence

ORD record
ord-51727ef4d8f24950b073cbb29c59d1d0
Source dataset
uspto-grants-1982_01
Patent number
US04311700

Reaction notes

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