Hydrochloric Acid → 2-[4-(Piperidin-1-yl)-phenylamino]-4-phenylamino-quinazoline dihydrochloride

HRID 429021

Reaction equation

HRID 429021 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)=[CH:22][CH:21]=1.[ClH:32]>C(O)(C)C.O1CCOCC1>[ClH:1].[ClH:32].[N:26]1([C:23]2[CH:22]=[CH:21][C:20]([NH:19][C:2]3[N:11]=[C:10]([NH:12][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[N:3]=3)=[CH:25][CH:24]=2)[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3179082-chloro-N-phenylquinazolin-4-amineHCID 4135014-(Piperidin-1-yl)aniline

Product 1

HCID 226398092-[4-(Piperidin-1-yl)-phenylamino]-4-phenylamino-quinazoline dihydrochloride

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 2-chloro-4-phenylamino-quinazoline (0.18 g) and N-(4-aminophenyl)-piperidine (0.164 g) is heated for 3 min to produce a melt which is dissolved in isopropanol (4 ml). 4 N HCl in dioxane (1 ml) is added. Recrystallization from ethanol and diethylether yields 2-[4-(piperidin-1-yl)-phenylamino]-4-phenylamino-quinazoline dihydrochloride, Rf (A1) 0.64, FAB-MS: (M+H)+=396. m.p.: (decomposition).

Workup

  1. temperatureis heated for 3 min
  2. customto produce a melt which
  3. customRecrystallization from ethanol and diethylether

Sources & evidence

ORD record
ord-16574e2ab08643a29117db54970d7a8c
Source dataset
uspto-grants-2001_11
Patent number
US06316203B1

Linked notes

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