Methanol → HCID 12873989, compound

HRID 1759411Notes

Reaction equation

HRID 1759411 reaction equation
Cl.[N:2]1[CH2:3][CH2:4][N:5]2[C:9]3[CH:10]=[C:11]([C:14]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)=[O:15])[CH:12]=[CH:13][C:8]=3[S:7][C:6]=12.C[O-].[Na+].CO.[BH4-].[Na+]>O>[C:16]1([CH:14]([C:11]2[CH:12]=[CH:13][C:8]3[S:7][C:6]4=[N:2][CH2:3][CH2:4][N:5]4[C:9]=3[CH:10]=2)[OH:15])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 10942334Sodium MethoxideHCID 12891970HCID 12891970, compound

Product 1

HCID 12873989HCID 12873989, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred mixture of 4 parts of (2,3-dihydroimidazo[2,1-b]benzothiazol-6-yl)phenylmethanone monohydrochloride, 3 parts of sodium methoxide and 60 parts of methanol are added portionwise 1.5 parts of sodium borohydride. Upon completion, stirring is continued for 5 minutes at reflux temperature. The reaction mixture is cooled and upon the addition of water, the product is allowed to crystallize. It is filtered off and recrystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 0.4 parts of 2,3-dihydro-α-phenylimidazo[2,1-b]benzothiazole-6-methanol; mp. 175.2° C.

Workup

  1. temperatureat reflux temperature
  2. customto crystallize
  3. filtrationIt is filtered off
  4. customrecrystallized from 4-methyl-2-pentanone
  5. filtrationThe product is filtered off
  6. customdried

Sources & evidence

ORD record
ord-5925ea2848574e349191f6c498ae8276
Source dataset
uspto-grants-1982_07
Patent number
US04340738

Reaction notes

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