Formic Acid → HCID 86733651, compound

HRID 1659202Notes

Reaction equation

HRID 1659202 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[CH:18]=[C:19]([O:24][CH3:25])[C:20]([O:22][CH3:23])=[CH:21][C:16]=3[C@H:15]3[C@H:10]([CH2:11][CH2:12][N:13]([CH3:26])[CH2:14]3)[N:9]=2)=[CH:4][CH:3]=1.[CH:27](O)=[O:28]>>[CH:27]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[CH:18]=[C:19]([O:24][CH3:25])[C:20]([O:22][CH3:23])=[CH:21][C:16]=3[C@H:15]3[C@H:10]([CH2:11][CH2:12][N:13]([CH3:26])[CH2:14]3)[N:9]=2)=[CH:4][CH:3]=1)=[O:28]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 86733645HCID 86733645, compound

Product 1

HCID 86733651HCID 86733651, compound

Procedure

2,1 g of cis-6-(4-aminophenyl)-8,9-dimethoxy-2-methyl-1,2,3,4,4a,10b-hexahydro-benzo[c][1,6] naphthyridine are heated to 100° for 21/2 hours in 50 ml of 90% formic acid. The reaction solution is evaporated to dryness in a vacuum, the resulting residue is made alkaline with a dilute potash solution and this aqueous phase is extracted with methylene chloride. After drying and concentrating the organic phase by evaporation, the title compound is obtained as a yellow oil and crystallizes after the addition of ethanol in the form of yellowish prisms having a melting point of 140°-145°.

Workup

  1. customThe reaction solution is evaporated to dryness in a vacuum
  2. extractionthis aqueous phase is extracted with methylene chloride
  3. customAfter drying
  4. concentrationconcentrating the organic phase
  5. customby evaporation

Sources & evidence

ORD record
ord-f99931aa2c1e4b62b8ce03c23c378b4d
Source dataset
uspto-grants-1976_06
Patent number
US03966938

Reaction notes

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