Methanol → HCID 20449999, compound

HRID 358049Notes

Reaction equation

HRID 358049 reaction equation
[NH:1]([C:5]1[CH:6]=[CH:7][C:8]([NH2:20])=[C:9]([CH:19]=1)[C:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:18])=[O:11])[C:2]([CH3:4])=[O:3].[BH4-].[Na+].CO>C(O)C.O>[NH:1]([C:5]1[CH:6]=[CH:7][C:8]([NH2:20])=[C:9]([CH:19]=1)[CH:10]([OH:11])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:18])[C:2]([CH3:4])=[O:3]

Participants

6

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 20449969HCID 20449969, compound

Product 1

HCID 20449999HCID 20449999, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 108.92 g of 5-acetamino-2-amino-2'-chlorobenzophenone in 1.4 l of ethanol is treated dropwise at room temperature with a solution of 15.9 g of sodium borohydride in 100 ml of water. The solution obtained is then heated to boiling under reflux until decolourization occurs and subsequently, after the addition of 300 ml of methanol, heated for a further 15 minutes. The organic solvents are distilled off in vacuo and the residue is suspended in 0.5 l of water. The crystals obtained are recrystallized from ethanol/water. There is obtained 5-acetamino-2-amino-2'-chlorobenzhydrol of melting point 137°-138°.

Workup

  1. customThe solution obtained
  2. temperatureis then heated
  3. temperatureunder reflux until decolourization
  4. temperatureheated for a further 15 minutes
  5. distillationThe organic solvents are distilled off in vacuo
  6. customThe crystals obtained
  7. customare recrystallized from ethanol/water

Sources & evidence

ORD record
ord-46ea5e48cc2c4071be6f062cac523491
Source dataset
uspto-grants-1984_08
Patent number
US04464300

Reaction notes

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