Sodium borohydride → HCID 22283104, compound

HRID 1060295Notes

Reaction equation

HRID 1060295 reaction equation
[C:1]([C:4]1[C:12]2[S:11][C:10]([NH:13][C:14](=[O:16])[OH:15])=[N:9][C:8]=2[C:7]([O:17][CH3:18])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>C(O)C.O>[OH:3][CH:1]([C:4]1[C:12]2[S:11][C:10]([NH:13][C:14](=[O:15])[OH:16])=[N:9][C:8]=2[C:7]([O:17][CH3:18])=[CH:6][CH:5]=1)[CH3:2]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 22283280HCID 22283280, compound

Product 1

HCID 22283104HCID 22283104, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

0.05 g of (7-acetyl-4-methoxy-benzothiazol-2-yl)-carbamic acid methyll ester (0.00018 Mol) were dissolved in ethanol (30 ml) and 0.028 g of NaBH4 (0.00072 Mol) were added. After stirring at 40° C. for 24 hrs. the reaction mixture was diluted with water, extracted with CH2Cl2, the organic phase washed with brine and dried over MgSO4. After chromatography on silicagel with CH2Cl2/MeOH 97:3 the title compound was obtained as a white solid (38%); F.p.: 179° C. (dec.).

Workup

  1. extractionextracted with CH2Cl2
  2. washthe organic phase washed with brine
  3. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-81ce42725dcc490ba3b8b00315372eac
Source dataset
uspto-grants-2003_02
Patent number
US06521754B2

Reaction notes

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