2-Chloro-4,6-diphenyl-1,3,5-triazine → HCID 66873395, compound

HRID 576459Notes

Reaction equation

HRID 576459 reaction equation
[H-].[Na+].[CH:3](/[C:6]1[C:10]2=[CH:11][CH:12]=[C:13]3[C:22]([NH:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:14]3=[O:23])=[C:9]2[NH:8][C:7]=1[CH:24]=C)=[CH:4]/[CH3:5].Cl[C:27]1[N:32]=[C:31]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[N:30]=[C:29]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[N:28]=1>ClCCl>[C:39]1([C:29]2[N:30]=[C:31]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[N:32]=[C:27]([N:21]3[C:20]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[C:14](=[O:23])[C:13]4[CH:12]=[CH:11][C:10]5[C:6]6[CH:3]=[CH:4][CH:5]=[CH:24][C:7]=6[N:8]([C:27]6[N:32]=[C:31]([C:33]7[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=7)[N:30]=[C:29]([C:39]7[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=7)[N:28]=6)[C:9]=5[C:22]3=4)[N:28]=2)[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1

Participants

5

Reactant 3

HCID 196982-Chloro-4,6-diphenyl-1,3,5-triazineHCID 24758Sodium hydrideHCID 67289722HCID 67289722, compound

Product 1

HCID 66873395HCID 66873395, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3 g (75 mmol) of NaH (60% in oil) are initially introduced in 150 ml of dichloromethane. A solution of 8.4 g (28 mmol) of 3-((Z)-propenyl)-2-vinyl-1H,11H-1,11-diazacyclopenta[a]anthracen-6-one in dichloromethane is added dropwise at RT. After 1 h, 17 g (62 mmol) of 2-chloro-4,6-diphenyl-1,3,5-triazine are added dropwise, and the mixture is stirred at room temperature for 8 h. The solid which has precipitated out is recrystallised from toluene. The crystals which have deposited are filtered off with suction, washed with a little MeOH and dried in vacuo; yield: 14.6 g; 70% of theory; purity: 99.9% according to HPLC.

Workup

  1. customThe solid which has precipitated out
  2. customis recrystallised from toluene
  3. filtrationThe crystals which have deposited are filtered off with suction
  4. washwashed with a little MeOH
  5. customdried in vacuo

Sources & evidence

ORD record
ord-1240238c97ea4bb08c85b85305288c05
Source dataset
uspto-grants-2015_05
Patent number
US09040172B2

Reaction notes

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