Hydrochloric Acid → HCID 14950909, compound

HRID 2255038Notes

Reaction equation

HRID 2255038 reaction equation
[CH2:1]([NH:4][C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH:13]=[CH2:14])[N:8]=[C:7]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[N:6]=1)[CH:2]=[CH2:3].Cl.Cl[CH:23]1[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[CH2:27][CH2:26][C:25]2[CH:34]=[CH:35][CH:36]=[CH:37][C:24]1=2.C(N(CC)CC)C>C1(C)C=CC=CC=1.CN(C)C=O.O>[CH2:1]([NH:4][C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH:13]=[CH2:14])[N:8]=[C:7]([N:15]2[CH2:16][CH2:17][N:18]([CH:23]3[C:24]4[CH:37]=[CH:36][CH:35]=[CH:34][C:25]=4[CH2:26][CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]3=4)[CH2:19][CH2:20]2)[N:6]=1)[CH:2]=[CH2:3]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 145875H-Dibenzo(a,d)cycloheptene, 10,11-dihydro-5-chloro-2×HCID 13251299HCID 13251299, compound

Product 1

HCID 14950909HCID 14950909, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1140TolueneSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 13,8 of 2,4-diallylamino-6-(piperazin-1-yl)-1,3,5-triazine [of which the hydrochloride melts (K) at 259°-263° C.] and 12.6 g of 5-chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene [melting (K) at 110° C.] in 200 ml of toluene, 20 ml of dimethylformamide and 5.56 g of triethylamine are heated at reflux for 8 hours. When the reaction is complete, the solution is treated with 50 ml of water, and the toluene layer is decanted off. This operation is carried out a further two times. The toluene phases are combined and the toluene is evaporated. The oily residue (26 g) is dissolved at the boil in 150 ml of ethanol. The product crystallises. 10 g of 2,4-diallylamino-6-{4-(10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-yl)piperazin-1-yl}-1,3,5-triazine crystals, m.p. (K): 192° C., are isolated.

Workup

  1. customat 259°-263° C.
  2. temperatureare heated
  3. temperatureat reflux for 8 hours
  4. customthe toluene layer is decanted off
  5. customthe toluene is evaporated
  6. dissolutionThe oily residue (26 g) is dissolved at the boil in 150 ml of ethanol
  7. customThe product crystallises

Sources & evidence

ORD record
ord-6e974cc6528049cabd2ebb20a3973e71
Source dataset
uspto-grants-1993_08
Patent number
US05238936

Reaction notes

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