Sodium Carbonate → 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((4-(3-methyl-2-butenyl)-1-piperazinyl)acetyl)-, dihydrochloride

HRID 2057979Notes

Reaction equation

HRID 2057979 reaction equation
[Cl:1][CH2:2][C:3]([N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9](=[O:16])[NH:8][C:7]2[CH:17]=[CH:18][CH:19]=[N:20][C:6]1=2)=[O:4].C(=O)([O-])[O-].[Na+].[Na+].[CH3:27][C:28]([CH3:37])=[CH:29][CH2:30][N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>C(O)(C)C>[ClH:1].[ClH:1].[CH3:27][C:28]([CH3:37])=[CH:29][CH2:30][N:31]1[CH2:36][CH2:35][N:34]([CH2:2][C:3]([N:5]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[C:9](=[O:16])[NH:8][C:7]3[CH:17]=[CH:18][CH:19]=[N:20][C:6]2=3)=[O:4])[CH2:33][CH2:32]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 12005311-(Chloroacetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-oneHCID 104419041-(3-Methyl-but-2-enyl)-piperazine

Product 1

HCID 30532136H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((4-(3-methyl-2-butenyl)-1-piperazinyl)acetyl)-, dihydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

8.62 gm of 11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]-benzodiazepin-6-one, 3.5 gm of sodium carbonate and 5.07 gm of 1-(3-methyl-but-2-enyl)-piperazine [R1 =--CH2 --CH=C(CH3)2 ] were refluxed in 100 ml of isopropanol for 2.5 hours. Then, the reaction mixture was suction-filtered while still hot, and the filtrate evaporated to a volume of 40 ml and cooled. The precipitated crystals were dissolved, while heating, in 100 ml of absolute ethanol, and the calculated quantity of concentrated hydrochloric acid was added. Upon cooling, the dihydrochloride crystallized out.

Workup

  1. filtrationThen, the reaction mixture was suction-filtered while still hot, and the filtrate
  2. customevaporated to a volume of 40 ml
  3. temperaturecooled
  4. dissolutionThe precipitated crystals were dissolved
  5. temperaturewhile heating, in 100 ml of absolute ethanol
  6. additionthe calculated quantity of concentrated hydrochloric acid was added
  7. temperatureUpon cooling
  8. customthe dihydrochloride crystallized out

Sources & evidence

ORD record
ord-dd91e9e1335e47f69a9fe278c1c3353d
Source dataset
uspto-grants-1980_07
Patent number
US04213984

Reaction notes

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