Sodium borohydride → HCID 87472527, compound

HRID 1063016Notes

Reaction equation

HRID 1063016 reaction equation
[CH3:1][O:2][C:3](=[O:19])[NH:4][C:5]1[S:6][C:7]2[C:13]([C:14](=[O:16])[CH3:15])=[CH:12][CH:11]=[C:10]([O:17][CH3:18])[C:8]=2[N:9]=1.[BH4-].[Na+]>C(O)C.O>[CH3:1][O:2][C:3](=[O:19])[NH:4][C:5]1[S:6][C:7]2[C:13]([CH:14]([OH:16])[CH3:15])=[CH:12][CH:11]=[C:10]([O:17][CH3:18])[C:8]=2[N:9]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 87471495HCID 87471495, compound

Product 1

HCID 87472527HCID 87472527, 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 methyl 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-93c4407563dc4eb1a0423d7002ee2dbb
Source dataset
uspto-grants-2005_11
Patent number
US06963000B2

Reaction notes

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