Hydrochloric Acid → HCID 178473947, compound

HRID 1637964Notes

Reaction equation

HRID 1637964 reaction equation
ClCl.[C:3]([N:6]1[C:14]2[C:9](=[CH:10][C:11]([N+:15]([O-:17])=[O:16])=[CH:12][CH:13]=2)[C:8](=[C:18](Cl)[C:19]2[CH:24]=[CH:23][C:22]([CH2:25][N:26]3[C:30](=[O:31])[C:29]4=[CH:32][CH:33]=[CH:34][CH:35]=[C:28]4[C:27]3=[O:36])=[CH:21][CH:20]=2)[C:7]1=[O:38])(=[O:5])[CH3:4].[NH:39]1[CH:43]=[C:42]([C:44]2[CH:50]=[CH:49][C:47]([NH2:48])=[CH:46][CH:45]=2)[N:41]=[CH:40]1.Cl.CCN(C(C)C)C(C)C>C(Cl)Cl>[C:3]([N:6]1[C:14]2[C:9](=[CH:10][C:11]([N+:15]([O-:17])=[O:16])=[CH:12][CH:13]=2)/[C:8](=[C:18](/[NH:48][C:47]2[CH:46]=[CH:45][C:44]([C:42]3[N:41]=[CH:40][NH:39][CH:43]=3)=[CH:50][CH:49]=2)\[C:19]2[CH:24]=[CH:23][C:22]([CH2:25][N:26]3[C:30](=[O:31])[C:29]4=[CH:32][CH:33]=[CH:34][CH:35]=[C:28]4[C:27]3=[O:36])=[CH:21][CH:20]=2)/[C:7]1=[O:38])(=[O:5])[CH3:4]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 697410191-Acetyl-3-[1-chloro-1-(4-phthalimidomethyl-phenyl)-methylidene]-5-nitro-2-indolinoneHCID 178507418HCID 178507418, compound

Product 1

HCID 178473947HCID 178473947, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 0.50 g (1 mmol) of the chlorine compound obtained in (b) in 20 ml of CH2Cl2 is added to a cold (Ti =-60° C.) stirred suspension of 0.35 g (1.5 mmol) of 4-(1H-imidazol-4-yl)aniline×2 HCl (melting point: 350° C.) and 0.77 ml (4.5 mmol) of Hunig's base in 20 ml CH2Cl2 and stirred overnight at ambient temperature. After evaporation in vacuo and evaporation twice with toluene in vacuo the residue obtained is triturated with EtOH.

Workup

  1. additionis added to a cold (Ti =-60° C.)
  2. stirringstirred overnight at ambient temperature
  3. customAfter evaporation
  4. customin vacuo and evaporation twice with toluene in vacuo the residue
  5. customobtained
  6. customis triturated with EtOH

Sources & evidence

ORD record
ord-f85a375c3dde4832af1ff2ea7be1bda6
Source dataset
uspto-grants-2000_03
Patent number
US06043254

Reaction notes

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