Sodium borohydride → HCID 178515426, compound

HRID 2083236Notes

Reaction equation

HRID 2083236 reaction equation
[NH:1]1[C:5]([C:6]2[C:15](=[O:16])[C:14]3[C:9](=[CH:10][CH:11]=[C:12]([CH:17]=[O:18])[CH:13]=3)[O:8][CH:7]=2)=[N:4][N:3]=[N:2]1.[BH4-].[Na+].[Na]>CO>[OH:18][CH2:17][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[O:8][CH:7]=[C:6]([C:5]1[NH:4][N:3]=[N:2][N:1]=1)[C:15]2=[O:16]

Participants

5

Reactant 3

HCID 4311764Sodium borohydrideHCID 5360545SodiumHCID 178519392HCID 178519392, compound

Product 1

HCID 178515426HCID 178515426, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 0.242 part of 3-(1H-tetrazol-5-yl)chromone-6-carboxaldehyde in 5 parts by volume of methanol was heated to dissolve the starting compound as much as possible. To the solution under stirring was added little by little 0.038 part of sodium borohydride under warming to obtain a nearly homogeneous solution. The resulting solution was again heated to dissolve completely, and then to the resulting solution was further added little by little 0.019 part of sodium horohydride under warming. The solvent was distilled off, and to the residue was added 20 parts by volume of 1N-hydrochloric acid. The resulting pale yellow precipitates were recovered by filtration and recrystallized from ethanol to obtain 0.090 part of 6-hydroxymethyl-3-(1H-tetrazol-5-yl)chromone as pale yellow crystals. Melting point: 264°-266° C(decomposition)

Workup

  1. temperaturewas heated
  2. dissolutionto dissolve the starting compound as much as possible
  3. temperatureunder warming
  4. customto obtain a nearly homogeneous solution
  5. temperatureThe resulting solution was again heated
  6. dissolutionto dissolve completely
  7. temperatureunder warming
  8. distillationThe solvent was distilled off
  9. additionto the residue was added 20 parts by volume of 1N-hydrochloric acid
  10. customThe resulting pale yellow precipitates
  11. filtrationwere recovered by filtration
  12. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-a2fcfa338520437ba8ae8ce3e5687d64
Source dataset
uspto-grants-1978_04
Patent number
US04085116

Reaction notes

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