4-Hydrazinobenzoic acid → HCID 135817489, compound

HRID 2086102Notes

Reaction equation

HRID 2086102 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9]([C:11]3[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=3[OH:18])=[N:8][C:7](=O)[C:6]=2[CH:20]=1.[NH:21]([C:23]1[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=1)[NH2:22]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=3[OH:18])[N:21]([C:23]3[CH:24]=[CH:25][C:26]([C:27]([OH:29])=[O:28])=[CH:30][CH:31]=3)[N:22]=2)[CH:20]=1

Participants

4

Reactant 2

HCID 120894-Hydrazinobenzoic acidHCID 135817451HCID 135817451, compound

Product 1

HCID 135817489HCID 135817489, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.0 g of 6-chloro-2-(5-chloro-2-hydroxyphenyl)benz[e][1,3]oxazin-4-one and 1.7 g of 4-hydrazinobenzoic acid are boiled under reflux for 2 h in 40 ml of ethanol. The crystals precipitating on cooling are recrystallized from isopropanol. After drying, 4-[3,5-bis(5-chloro-2-hydroxyphenyl-[1,2,4]triazol-1-yl]benzoic acid remains as colorless crystals of m.p. 275-278 C.

Workup

  1. customThe crystals precipitating
  2. temperatureon cooling
  3. customare recrystallized from isopropanol
  4. customAfter drying

Sources & evidence

ORD record
ord-0ad6260dbe6e4fcfba3d83f1d0730aa3
Source dataset
uspto-grants-2004_04
Patent number
US06723742B2

Reaction notes

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