Morpholine → HCID 53852148, compound

HRID 1706984Notes

Reaction equation

HRID 1706984 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:9]=[C:8]([CH2:10]I)[N:7]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[C:19](=[O:26])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:6]=1)=[O:4].[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>CO>[CH3:1][O:2][C:3]([C:5]1[N:9]=[C:8]([CH2:10][N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[N:7]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[C:19](=[O:26])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 12831726HCID 12831726, compound

Product 1

HCID 53852148HCID 53852148, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 8.8 g (0.018 mole) of 1-(2-benzoyl-4-chlorophenyl)-5-(iodomethyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester and 3.5 ml (0.040 mole) of morpholine are stirred in 175 ml of methanol at 40° for 6 hours. The reaction mixture is thereupon concentrated in vacuo, water is added to the residue, and extraction is performed twice with methylene chloride. The organic phase is washed three times with water and once with saturated sodium chloride solution; it is dried over sodium sulphate and concentrated in vacuo. The residue is triturated with ether, whereupon the reaction product is obtained in crystalline form. After filtration with suction and drying in vacuo, there is obtained 1-(2-benzoyl-4-chlorophenyl)-5-(morpholinomethyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester, m.p. 165°-170°.

Workup

  1. concentrationThe reaction mixture is thereupon concentrated in vacuo, water
  2. additionis added to the residue, and extraction
  3. washThe organic phase is washed three times with water
  4. dry with materialit is dried over sodium sulphate
  5. concentrationconcentrated in vacuo
  6. customThe residue is triturated with ether, whereupon the reaction product
  7. customis obtained in crystalline form
  8. filtrationAfter filtration with suction
  9. customdrying in vacuo

Sources & evidence

ORD record
ord-255ab63d46e44195a6ba794c705cd2c7
Source dataset
uspto-grants-1980_06
Patent number
US04209516

Reaction notes

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