Morpholine → HCID 135817460, compound

HRID 1358535Notes

Reaction equation

HRID 1358535 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[OH:19])[N:10]([CH2:20][C:21](OCC)=[O:22])[N:9]=1.[NH:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[OH:19])[N:10]([CH2:20][C:21]([N:26]2[CH2:31][CH2:30][O:29][CH2:28][CH2:27]2)=[O:22])[N:9]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 135914986Ethyl [3,5bis(2-hydroxyphenyl)-[1,2,4]triazol-1-yl]acetate

Product 1

HCID 135817460HCID 135817460, compound

Procedure

2.0 g of ethyl [3,5-bis(2-hydroxyphenyl)-[1,2,4]triazol-1-yl]acetate (Example 2) and 8 ml of morpholine are boiled under reflux for 1 h. The mixture is cooled, poured onto water and extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and concentrated on a rotary evaporator. The residue is crystallized from ethyl acetate/-hexane. After drying, 2-[3,5-bis(2-hydroxyphenyl)-[1,2,4]triazol-1-yl]-1-morpholin-4-ylethanone remains as colorless crystals of m.p. 149-151° C.

Workup

  1. temperatureunder reflux for 1 h
  2. temperatureThe mixture is cooled
  3. additionpoured onto water
  4. extractionextracted with ethyl acetate
  5. dry with materialThe combined organic phases are dried over sodium sulfate
  6. concentrationconcentrated on a rotary evaporator
  7. customThe residue is crystallized from ethyl acetate/-hexane
  8. customAfter drying

Sources & evidence

ORD record
ord-52c66ed03c844aedb586df98d0e0210d
Source dataset
uspto-grants-2003_07
Patent number
US06596750B2

Reaction notes

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