Hydrogen Bromide → HCID 178439264, compound

HRID 1580714Notes

Reaction equation

HRID 1580714 reaction equation
CC(C)CC[O:5][C:6]1[C:11]2[C:12](=[O:21])[CH:13]=[C:14]([C:16]3[NH:20][N:19]=[N:18][N:17]=3)[O:15][C:10]=2[C:9]([CH2:22][CH2:23][CH3:24])=[CH:8][CH:7]=1.Br.C(=O)(O)[O-].[Na+].Cl>O>[OH:5][C:6]1[C:11]2[C:12](=[O:21])[CH:13]=[C:14]([C:16]3[NH:20][N:19]=[N:18][N:17]=3)[O:15][C:10]=2[C:9]([CH2:22][CH2:23][CH3:24])=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 178439276HCID 178439276, compound

Product 1

HCID 178439264HCID 178439264, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5 parts of 5-[5 -(3-methyl-n-butoxy)-8-n-propyl-4-oxo-4H-1-benzopyran-2-yl]tetrazole in 130 parts by volume of 48% aqueous hydrobromic acid was refluxed for three hours, then cooled and water added. The resulting mixture was neutralised by the addition of solid sodium bicarbonate, then made slightly acidic by re-acidification with dilute hydrochloric acid and extracted with chloroform. The chloroform extract was washed with saturated brine and water, and was dried. Evaporation of the chloroform gave a solid which was purified by precipitation from aqueous ethanol to give 0.36 parts of 5-[5-hydroxy-8-n-propyl-4-oxo-4 H-1-benzopyran-2-yl]tetrazole, m.p. 242.5°-245°C.

Workup

  1. temperaturewas refluxed for three hours
  2. temperaturecooled
  3. extractionextracted with chloroform
  4. extractionThe chloroform extract
  5. washwas washed with saturated brine and water
  6. customwas dried
  7. customEvaporation of the chloroform
  8. customgave a solid which
  9. customwas purified by precipitation from aqueous ethanol

Sources & evidence

ORD record
ord-377ed884cb7a4ddeac09066cf1fc0430
Source dataset
uspto-grants-1976_01
Patent number
US03933845

Reaction notes

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