Ammonia → HCID 24769741, compound

HRID 1644556Notes

Reaction equation

HRID 1644556 reaction equation
Cl.[NH2:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([Cl:13])=[CH:10][CH:11]=2)[CH:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-])=O)[CH2:5][N:4]=1.CCCCCCC.N.Cl>C(OCC)(=O)C.O=[Pt]=O.CO.ClCCl>[ClH:13].[NH2:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([Cl:13])=[CH:10][CH:11]=2)[CH:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH2:20])[CH2:5][N:4]=1

Participants

9

Reactant 4

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 8900HeptaneHCID 66772693HCID 66772693, compound

Product 1

HCID 24769741HCID 24769741, compound

Reagents, catalysts & solvents 4

HCID 345198Adams' catalystCatalystHCID 887MethanolSolventHCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

was obtained in analogy to the method indicated in Example 1 g) from 1-amino-6-chloro-4-(2-nitrophenyl)-3,4-dihydroisoquinoline hydrochloride by hydrogenation with PtO2 and MPLC and an elution mixture of 10 parts by volume of ethyl acetate, 5 parts by volume of n-heptane, 5 parts by volume of dichloromethane, 5 parts by volume of methanol and 1 part by volume of concentrated aqueous ammonia solution. The product was dissolved in a little ethyl acetate, acidified with ethereal HCl, stirred at room temperature and filtered off with suction.

Workup

  1. customwas obtained in analogy to the method
  2. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-128a44a8bc3b43cfacab29e2f954bb90
Source dataset
uspto-grants-2012_02
Patent number
US08124621B2

Reaction notes

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