Tetrahydrofuran → HCID 21400219, compound

HRID 1438692Notes

Reaction equation

HRID 1438692 reaction equation
Cl[C:2]1[CH:8]([O:9][CH3:10])[N:7]=[C:6]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])[C:5]2[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:4]=2[N:3]=1.C1C[O:26][CH2:25][CH2:24]1.CC[O-].[Na+]>CCO>[Cl:22][C:19]1[CH:20]=[CH:21][C:4]2[N:3]=[C:2]([O:26][CH2:25][CH3:24])[CH:8]([O:9][CH3:10])[N:7]=[C:6]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:5]=2[CH:18]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 2723922Sodium ethoxideHCID 214002202,7-Dichloro-5-(2-chlorophenyl)-3-methoxy-3H-1,4-benzodiazepine

Product 1

HCID 21400219HCID 21400219, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 5.40 g. (0.015 mol) of 2,7-dichloro-5-(o-chlorophenyl)-3-methoxy-3H-1,4-benzodiazepine in 25 ml. of THF is added a solution of NaOEt [from 0.34 g. (0.015 ml.) of Na] in 20 ml. of EtOH. The mixture is stirred for 21/2 hour at room temperature, poured into 500 ml. of ice water, and extracted twice with Et2O. The extracts are washed with saturated NaHCO3 and brine and dried. Concentration and crystallization gives 3 g. of the title compound; m.p. 110°-113°.

Workup

  1. additionpoured into 500 ml
  2. extractionof ice water, and extracted twice with Et2O
  3. washThe extracts are washed with saturated NaHCO3 and brine
  4. customdried
  5. concentrationConcentration and crystallization
  6. customgives 3 g

Sources & evidence

ORD record
ord-55f53bab2ef14629a795a658ec845238
Source dataset
uspto-grants-1977_11
Patent number
US04056525

Reaction notes

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