HCID 178488256, compound → HCID 178526501, compound

HRID 274517Notes

Reaction equation

HRID 274517 reaction equation
C[O:2][C:3]1[CH:8]=[C:7]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)[CH:6]=[C:5]([N+:14]([O-:16])=[O:15])[C:4]=1[OH:17]>Br>[N+:14]([C:5]1[CH:6]=[C:7]([C:9]2[NH:13][N:12]=[N:11][N:10]=2)[CH:8]=[C:3]([OH:2])[C:4]=1[OH:17])([O-:16])=[O:15]

Participants

3

Reactant 1

HCID 178488256HCID 178488256, compound

Product 1

HCID 178526501HCID 178526501, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

4.0 g of 2-methoxy-6-nitro-4-(1H-tetrazol-5-yl)phenol are treated with 40 ml of constant-boiling hydrobromic acid, whereupon the mixture is stirred at 140° for 8 hours under a nitrogen atmostphere. After cooling, the mixture is poured on to ice. The separated precipitate is filtered under suction and recrystallized from ether. There is obtained 3-nitro-5-(1H-tetrazol-5-yl)-pyrocatechol in the form of orange crystals of m.p. >240° (dec.).

Workup

  1. temperatureAfter cooling
  2. additionthe mixture is poured on to ice
  3. filtrationThe separated precipitate is filtered under suction
  4. customrecrystallized from ether

Sources & evidence

ORD record
ord-823254dc0881453192b91afeee2c884e
Source dataset
uspto-grants-1995_02
Patent number
US05389653

Reaction notes

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