Ethanol → HCID 135737575, compound

HRID 1448164Notes

Reaction equation

HRID 1448164 reaction equation
C([C:4]1[CH:5]=[N:6][N:7]2[C:16]=1[C:15]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:9][C:8]2=[O:17])(=O)C.[BH4-].[Na+].O.[Cl-].[Na+].[CH2:23]([OH:25])[CH3:24]>Cl>[OH:25][CH:23]([C:5]1[CH:4]=[C:16]2[N:7]([C:8](=[O:17])[NH:9][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=32)[N:6]=1)[CH3:24]

Participants

7

Reactant 5

HCID 702EthanolHCID 962WaterHCID 5234Sodium ChlorideHCID 4311764Sodium borohydrideHCID 135735626HCID 135735626, compound

Product 1

HCID 135737575HCID 135737575, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of 3.3 g (0.0146 mole) of acetylpyrazolo[1,5-c]quinazolin-5(6H)-one prepared as in part A above in 300 ml of absolute ethanol is cooled to 0° and 2.22 g (0.0584 mole) of sodium borohydride added. Stirring is continued at 0° for fifteen minutes and then at room temperature for 2 hours. The reaction mixture is treated with 150 ml of water, the solution stripped to about 100 ml, saturated with solid sodium chloride and adjusted to pH 6.0 (paper) with dilute (1 N) hydrochloric acid. The resultant precipitate is filtered and dried to give 3.1 g of product (94%) melting at 242°-245°. Recrystallization from chloroform-methanol gives 3.0 g of the title compound, m.p. 250°-252°.

Workup

  1. temperatureis cooled to 0°
  2. waitis continued at 0° for fifteen minutes
  3. filtrationThe resultant precipitate is filtered
  4. customdried

Sources & evidence

ORD record
ord-1417f9c12e52499a99d25ee02516c80f
Source dataset
uspto-grants-1979_12
Patent number
US04179561

Reaction notes

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