Benzene → HCID 20039688, compound

HRID 1762796Notes

Reaction equation

HRID 1762796 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[CH:15]=[C:16]4[O:21][CH2:20][O:19][C:17]4=[CH:18][C:13]=3[CH2:12][CH:11]([CH3:22])[NH:10][N:9]=2)=[CH:4][CH:3]=1.[ClH:23].C1C=CC=CC=1>C(O)C>[ClH:23].[ClH:23].[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[CH:15]=[C:16]4[O:21][CH2:20][O:19][C:17]4=[CH:18][C:13]=3[CH2:12][CH:11]([CH3:22])[NH:10][N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 3539Gyki 52895

Product 1

HCID 20039688HCID 20039688, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.95 g (0.01 mole) of 1-(4-aminophenyl)-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine is dissolved in 50 ml of 99.5% ethanol heated to boiling, then 1.77 ml (0.022 moles) of concentrated hydrochloric acid and 50 ml of benzene are added, and the solvent of the yellow reaction mixture is evaporated under reduced pressure. The residue is taken up in 20 ml of isopropanol, filtered off and dried at 60°-80° C. the crude product (3.7 g; decomposing and getting charred over 223° C.) is suspended in 30 ml of isopropanol heated to boiling (part of the product dissolves), after cooling the fine crystals are filtered off, washed and dried at 100°-120° C.

Workup

  1. temperatureheated
  2. customthe solvent of the yellow reaction mixture is evaporated under reduced pressure
  3. filtrationfiltered off
  4. dry with materialdried at 60°-80° C. the crude product (3.7 g; decomposing and getting charred over 223° C.)
  5. temperatureheated
  6. dissolutiondissolves),
  7. temperatureafter cooling the fine crystals
  8. filtrationare filtered off
  9. washwashed
  10. customdried at 100°-120° C.

Sources & evidence

ORD record
ord-6c2f507a01a04601b7e4002011313639
Source dataset
uspto-grants-1989_05
Patent number
US04835152

Reaction notes

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