Hydrogen Bromide → HCID 178419687, compound

HRID 614811Notes

Reaction equation

HRID 614811 reaction equation
[BrH:1].C(OC([NH:12][C:13]1[CH:14]=[CH:15][C:16]([OH:27])=[C:17]([CH:26]=1)[C:18]([NH:20][C:21]1[NH:25][N:24]=[N:23][N:22]=1)=[O:19])=O)C1C=CC=CC=1>C(O)(=O)C>[BrH:1].[NH2:12][C:13]1[CH:14]=[CH:15][C:16]([OH:27])=[C:17]([CH:26]=1)[C:18]([NH:20][C:21]1[NH:25][N:24]=[N:23][N:22]=1)=[O:19]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 178522233HCID 178522233, compound

Product 1

HCID 178419687HCID 178419687, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

Acetic acid (100 ml) was saturated with hydrogen bromide at 10° C. and the mixture was treated with 5-benzyloxycarbonylamino-2-hydroxy-N-(tetrazol-5-yl)benzamide (1.77 g). The mixture was stirred at 25° C. for 20 hours, and then most of the hydrogen bromide was removed by passing a stream of air through the mixture for 6 hours. Any finely divided suspended solid was then removed by centrifuging and the supernatant liquid was decanted off. Removal of the acetic acid in vacuo gave a solid, which was triturated with diethyl ether and dried to give 5-amino-2-hydroxy-N-(tetrazol-5-yl)benzamide hydrobromide (1.0 g), m.p. above 330° C.

Workup

  1. custommost of the hydrogen bromide was removed
  2. customfor 6 hours
  3. customwas then removed by centrifuging
  4. customthe supernatant liquid was decanted off
  5. customRemoval of the acetic acid in vacuo
  6. customgave a solid, which
  7. customwas triturated with diethyl ether
  8. customdried

Sources & evidence

ORD record
ord-fadff9b218484ed9a32ab6fb181568fc
Source dataset
uspto-grants-1979_03
Patent number
US04146631

Reaction notes

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