HCID 18180081, compound → HCID 18180106, compound

HRID 1358932Notes

Reaction equation

HRID 1358932 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[N:12]1[CH2:17][CH2:16][N:15]([C:18](=[O:23])[C:19]([Cl:22])([Cl:21])[Cl:20])[CH2:14][CH2:13]1>Cl.Cl.C(O)C>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([N:12]2[CH2:13][CH2:14][N:15]([C:18](=[O:23])[C:19]([Cl:22])([Cl:20])[Cl:21])[CH2:16][CH2:17]2)[CH:5]=1

Participants

4

Reactant 1

HCID 18180081HCID 18180081, compound

Product 1

HCID 18180106HCID 18180106, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 21887872Ethanol hydrochlorideSolvent

Procedure

A solution of stannous chloride dihydrate (27 g) in concentrated HCl (60 ml) was slowly added to a stirred suspension of 1-(2-methoxy-5-nitrophenyl)-4-trichloroacetylpiperazine (D15) (15 g) in concentrated HCl/ethanol (1:2, 120 ml). After 24 hrs, the mixture was filtered, diluted with dichloromethane (600 ml) and basified with Na2CO3 solution. The layers were separated, the organic phase dried, concentrated to ⅓ the volume and acidified with 1M ethereal HCl solution to afford the title compound (D16) as a green solid (2.5 g, 15%). Found MH+ 352.

Workup

  1. filtrationthe mixture was filtered
  2. additiondiluted with dichloromethane (600 ml)
  3. customThe layers were separated
  4. customthe organic phase dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ba744e99f9d64a42b27b8d875ddf86be
Source dataset
uspto-grants-2003_07
Patent number
US06599904B2

Reaction notes

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