Hydrochloric Acid → HCID 20070436, compound

HRID 981535Notes

Reaction equation

HRID 981535 reaction equation
[BH4-].[Na+].[Br:3][C:4]1[CH:25]=[CH:24][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15](=[O:22])[CH2:16][N:17]3[CH:21]=[N:20][CH:19]=[N:18]3)=[C:11]([Cl:23])[CH:10]=2)=[CH:6][CH:5]=1.Cl.C(=O)([O-])O.[Na+]>CO>[Br:3][C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]([OH:22])[CH2:16][N:17]3[CH:21]=[N:20][CH:19]=[N:18]3)=[C:11]([Cl:23])[CH:10]=2)=[CH:24][CH:25]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 20070432HCID 20070432, compound

Product 1

HCID 20070436HCID 20070436, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

While stirring and passing a current of nitrogen through the reaction mixture, 0.56 g (14.7 mmol) of sodium borohydride is added in portions at room temperature and within a period of 15 minutes to a solution of 5.8 g (14.7 mmol) of 2-[4-(4-bromophenoxy)-2-chlorophenyl]-1-(1H-1,2,4-triazol-1-yl)-ethan-2-one in 40 ml of methanol. The temperature of the reaction mixture rises from 22° to 38°. When the addition is complete, stirring is continued for a further 4 hours at room temperature and then 2.2 g of concentrated hydrochloric acid are added, followed somewhat later by the addition of 22 ml of 10% sodium hydrogen carbonate solution. The title compound is precipitated in crystalline form. It is isolated by filtration, washed with water and dried, to give 5.5 g of 2-[4-(4-bromophenoxy)-2-chlorophenyl]-1-(1H-1,2,4-triazol-1-yl)-ethan-2-ol om the form of a beige crystalline powder. Melting point 115°-118° C.

Workup

  1. customrises from 22° to 38°
  2. additionWhen the addition
  3. stirringstirring
  4. customThe title compound is precipitated in crystalline form
  5. customIt is isolated by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-a22c9be0f6b94cc99cbb7426003e62b2
Source dataset
uspto-grants-1991_02
Patent number
US04992458

Reaction notes

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