Methyl p-toluenesulfonate → HCID 178427651, compound

HRID 652011Notes

Reaction equation

HRID 652011 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:8]=[CH:7][C:6]2[N:9]3[C:18](=[O:19])[C:17]4=[CH:20][CH:21]=[CH:22][C:15]5[C:16]4=[C:11]([CH:12]=[CH:13][CH:14]=5)[C:10]3=[N:23][C:5]=2[CH:4]=1.[C:26]1([CH3:37])[CH:31]=[CH:30][C:29]([S:32]([O:35]C)(=[O:34])=[O:33])=[CH:28][CH:27]=1>CCOCC>[CH3:37][C:26]1[CH:27]=[CH:28][C:29]([S:32]([O-:35])(=[O:34])=[O:33])=[CH:30][CH:31]=1.[CH3:26][N:23]1[C:10]2[C:11]3[CH:12]=[CH:13][CH:14]=[C:15]4[CH:22]=[CH:21][CH:20]=[C:17]([C:18](=[O:19])[N+:9]=2[C:6]2[CH:7]=[CH:8][C:3]([C:2]([F:1])([F:24])[F:25])=[CH:4][C:5]1=2)[C:16]=34

Participants

4

Reactant 2

HCID 6645Methyl p-toluenesulfonateHCID 1320618311-(trifluoromethyl)-7H-benzimidazo[2,1-a]benz[de]isoquinoline-7-one

Product 1

HCID 178427651HCID 178427651, compoundYield 50.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Six grams (0.018 m.) of 11-(trifluoromethyl)-7H-benzimidazo[2,1-a]benz[de]isoquinoline-7-one were heated to about 100° C. in 25 ml. of methyl p-toluenesulfonate for about 16 hours under a nitrogen atmosphere. After cooling, the solution was poured into ether. The solids were collected and recrystallized twice from methanol/ether to give 4.7 g. (50.5 percent yield) of the desired product, m.p. about 263°-265° C.

Workup

  1. temperatureAfter cooling
  2. customThe solids were collected
  3. customrecrystallized twice from methanol/ether
  4. customto give 4.7 g

Sources & evidence

ORD record
ord-49074f5766bf48ae80829ae47e6c89e1
Source dataset
uspto-grants-1987_06
Patent number
US04670442

Reaction notes

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