Ammonia → HCID 20441350, compound

HRID 1632922Notes

Reaction equation

HRID 1632922 reaction equation
[CH2:1]=O.[F:3][C:4]1[CH:12]=[CH:11][C:10]2[N:9]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[C:8]3[CH2:20][CH2:21][NH:22][CH2:23][CH2:24][C:7]=3[C:6]=2[CH:5]=1.N>C(O)=O>[F:3][C:4]1[CH:12]=[CH:11][C:10]2[N:9]([C:13]3[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=3)[C:8]3[CH2:20][CH2:21][N:22]([CH3:1])[CH2:23][CH2:24][C:7]=3[C:6]=2[CH:5]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 712FormaldehydeHCID 20441347HCID 20441347, compound

Product 1

HCID 20441350HCID 20441350, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

8.7 ml of a 35% formaldehyde solution are added dropwise to a solution of 9 g of 9-fluoro-6-p-fluorophenyl-1,2,3,4,5,6-hexahydro-azepino[4,5-b]indole in 6.9 g of formic acid. The mixture is heated for 10 minutes to 70°, cooled, poured onto water, made alkaline with concentrated ammonia and extracted with ether. The ether extracts are dried over sodium sulphate and concentrated to give the title compound in hydrochloride form, m.p. 215° (decomp.; from ether/acetone).

Workup

  1. temperatureThe mixture is heated for 10 minutes to 70°
  2. temperaturecooled
  3. additionpoured onto water
  4. extractionextracted with ether
  5. dry with materialThe ether extracts are dried over sodium sulphate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8416ec1fdb1349f4ac41ae5bab6f5cb3
Source dataset
uspto-grants-1984_10
Patent number
US04478750

Reaction notes

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