Methane → HCID 12834688, compound

HRID 354778Notes

Reaction equation

HRID 354778 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]([C:17](=[O:21])[CH2:18][CH2:19]Cl)[C:7]3[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=3[N:9]([CH3:12])[C:10](=[O:11])[C:4]=2[CH:3]=1.[NH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1.C.CCOCC>O1CCOCC1>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]2[N:6]([C:17](=[O:21])[CH2:18][CH2:19][N:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)[C:7]3[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=3[N:9]([CH3:12])[C:10](=[O:11])[C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 297MethaneHCID 3283Diethyl EtherHCID 31268PyrrolidineHCID 20506253HCID 20506253, compound

Product 1

HCID 12834688HCID 12834688, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3.5 gm (0.01 mol) of 2-chloro-5-(3-chloro-propionyl)-5,10-dihydro-10-methyl-11H-dibenzo[b,e][1,4]diazepin-11-one and 3.5 gm (0.05 mol) of pyrrolidine were refluxed in 50 ml of dioxane for 4 hours. After addition of activated charcoal, the reaction mixture was filtered, and the filtrate was evaporated in vacuo. The residue was dissolved in chloroform, the solution was extracted with water, and the organic phase was evaporated in vacuo. The oily residue was obtained as crystals after addition of ether. After recrystallization from cyclohexane 2.6 gm of the crystalline title compound, m.p. 118°-120° C., were obtained.

Workup

  1. filtrationthe reaction mixture was filtered
  2. customthe filtrate was evaporated in vacuo
  3. dissolutionThe residue was dissolved in chloroform
  4. extractionthe solution was extracted with water
  5. customthe organic phase was evaporated in vacuo
  6. customThe oily residue was obtained as crystals
  7. customAfter recrystallization from cyclohexane 2.6 gm of the crystalline title compound, m.p. 118°-120° C.
  8. customwere obtained

Sources & evidence

ORD record
ord-c01f93138a3a476786e4496fe01f2234
Source dataset
uspto-grants-1983_03
Patent number
US04377576

Reaction notes

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