Triethylamine → HCID 135914988, compound

HRID 991734Notes

Reaction equation

HRID 991734 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.C(N(CC)CC)C.Cl.[NH:29]([CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[NH2:30]>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:29]([CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[N:30]=2)[CH:20]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11593468Acetic acid, 2-hydrazinyl-, ethyl ester, hydrochloride (1:1)HCID 135817451HCID 135817451, compound

Product 1

HCID 135914988HCID 135914988, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6.0 g of chloro-2-(5-chloro-2-hydroxyphenyl)benz[e][1,3]oxazin-4-one (Example 16), 3.0 ml of triethylamine and 3.3 g of ethyl hydrazinoacetate hydrochloride are boiled under reflux for 2 h in 60 ml of ethanol. On cooling, the product precipitates in crystalline form. It is filtered off and washed with ethanol. After drying, ethyl [3,5-bis(5-chloro-2-hydroxyphenyl)-[1,2,4]triazol-1-yl]acetate is obtained as colorless crystals of m.p. 195-200° C.

Workup

  1. temperatureOn cooling
  2. customthe product precipitates in crystalline form
  3. filtrationIt is filtered off
  4. washwashed with ethanol
  5. customAfter drying

Sources & evidence

ORD record
ord-1f0985ca828f4f499aecd0cce11f798e
Source dataset
uspto-grants-2002_10
Patent number
US06465504B1

Reaction notes

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