Triethylamine → HCID 135817474, compound

HRID 1358523Notes

Reaction equation

HRID 1358523 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.Cl.[CH3:22][N:23]([CH3:33])[C:24]1[CH:32]=[CH:31][C:27]([CH2:28][NH:29][NH2:30])=[CH:26][CH:25]=1.C(N(CC)CC)C>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]([CH2:28][C:27]3[CH:31]=[CH:32][C:24]([N:23]([CH3:33])[CH3:22])=[CH:25][CH:26]=3)[N:30]=2)[CH:20]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 227280954-(Hydrazinylmethyl)-N,N-dimethylaniline--hydrogen chloride (1/1)HCID 135817451HCID 135817451, compound

Product 1

HCID 135817474HCID 135817474, 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 are boiled under reflux for 4 h with 2.2 g of 4-dimethylaminobenzylhydrazine hydrochloride and 3 ml of triethylamine in 50 ml of ethanol. The crystals precipitating on cooling are washed with ethanol. After drying, 3,5-bis(5-chloro-2-hydroxyphenyl)-1-(4-dimethylaminobenzyl)-1H-[1,2,4]triazole remains as colorless crystals of m.p. 205-207 C.

Workup

  1. customThe crystals precipitating
  2. temperatureon cooling
  3. washare washed with ethanol
  4. customAfter drying

Sources & evidence

ORD record
ord-a0e37d6735a14aad850bd72b69158433
Source dataset
uspto-grants-2003_07
Patent number
US06596750B2

Reaction notes

Loading…