Morpholine → HCID 178519295, compound

HRID 1649080Notes

Reaction equation

HRID 1649080 reaction equation
[Cl-].[C:2]([C:5]1[CH:13]=[CH:12][C:11]2[C:7](=[C:8]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:9]3[CH2:16][CH2:15][CH2:14][N+:10]3=2)[CH:6]=1)(O)=[O:3].S(Cl)([Cl:25])=O.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>C(Cl)(Cl)Cl>[Cl-:25].[O:30]1[CH2:31][CH2:32][N:27]([C:2]([C:5]2[CH:13]=[CH:12][C:11]3[C:7](=[C:8]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:9]4[CH2:16][CH2:15][CH2:14][N+:10]4=3)[CH:6]=2)=[O:3])[CH2:28][CH2:29]1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 24386Thionyl ChlorideHCID 178524086HCID 178524086, compound

Product 1

HCID 178519295HCID 178519295, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
50 °C

Procedure

The mixture of 2 g of 2,3-dihydro-7-carboxy-9-phenyl-1H-pyrazolo[1,2-a]indazolium chloride and 30 ml of thionyl chloride was heated at 50° C. for 30 minutes with stirring, and the resulting reaction mixture was concentrated to produce residue. The mixture of the above residue, 50 ml of chloroform and 5 ml of morpholine was stirred at room temperature for 30 minutes, and then the mixture was filtered. The filtrate was concentrated to produce an oily product, which was purified by column chromatography on HP-2MG® (Mitsubishi Chemical Industries Limited) using water as an eluent to produce 1.5 g of 2,3-dihydro-7-morpholino carbonyl-9-phenyl-1H-pyrazolo[1,2-a]indazolium chloride as an oily substance.

Workup

  1. customthe resulting reaction mixture
  2. concentrationwas concentrated
  3. customto produce residue
  4. stirringwas stirred at room temperature for 30 minutes
  5. filtrationthe mixture was filtered
  6. concentrationThe filtrate was concentrated
  7. customto produce an oily product, which
  8. customwas purified by column chromatography on HP-2MG® (Mitsubishi Chemical Industries Limited)

Sources & evidence

ORD record
ord-4f7267fa15e64edebde25110aaf9b62e
Source dataset
uspto-grants-1983_11
Patent number
US04415569

Reaction notes

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