Formic Acid → HCID 86733652, compound

HRID 1659203Notes

Reaction equation

HRID 1659203 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([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:5]=[CH:6][CH:7]=1.[CH:27](O)=[O:28]>>[CH:27]([NH:1][C:2]1[CH:3]=[C:4]([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:5]=[CH:6][CH:7]=1)=[O:28]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 86733653HCID 86733653, compound

Product 1

HCID 86733652HCID 86733652, compound

Procedure

2,6 g of cis-6-(3-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 yellowish foam and crystallizes after the addition of acetone in the form of yellowish prisms having a melting point of 209°-210°.

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-60bbd7a283eb4a5ea609ce36f245416c
Source dataset
uspto-grants-1976_06
Patent number
US03966938

Reaction notes

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