Toluene → HCID 86745139, compound

HRID 345195Notes

Reaction equation

HRID 345195 reaction equation
[Cl:1][C:2]([Cl:23])([Cl:22])[C:3]1[N:8]=[C:7]([C:9]([Cl:12])([Cl:11])[Cl:10])[N:6]=[C:5]([C:13]2[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=2)[N:4]=1.[CH3:24][N:25]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:27]([CH3:35])([CH3:34])[C:26]1=[CH2:36].C(N(CC)CC)C.C1(C)C=CC=CC=1>CCOCC.O>[Cl:11][C:9]([Cl:12])([Cl:10])[C:7]1[N:8]=[C:3]([C:2]([Cl:1])([Cl:22])[Cl:23])[N:4]=[C:5]([C:13]2[CH:21]=[CH:20][C:16]([C:17]([CH:36]=[C:26]3[C:27]([CH3:34])([CH3:35])[C:28]4[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=4)[N:25]3[CH3:24])=[O:18])=[CH:15][CH:14]=2)[N:6]=1

Participants

7

Reactant 4

HCID 1140TolueneHCID 83511,3,3-Trimethyl-2-methyleneindolineHCID 8471TriethylamineHCID 14473251HCID 14473251, compound

Product 1

HCID 86745139HCID 86745139, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

4-(4,6-Bis-trichloromethyl-s-triazin-2-yl)benzoylchloride (15.4 pbw) are added dropwise with stirring at 10° C. to 5.2 pbw of 1,3,3-trimethyl-2-methylene-indoline and 10.6 pbw of triethylamine in 140 pbw of anhydrous toluene. The mixture is stirred for 3 hours at room temperature. It is then admixed with 100 pbw of water and 200 pbw of ether and extracted by shaking. The dried organic phase is concentrated. The residue is recrystallized from 2-methoxy-ethanol, giving red-orange crystals.

Workup

  1. extractionextracted
  2. stirringby shaking
  3. concentrationThe dried organic phase is concentrated
  4. customThe residue is recrystallized from 2-methoxy-ethanol
  5. customgiving red-orange crystals

Sources & evidence

ORD record
ord-0e364f3de92147eebb472fe12c1927e9
Source dataset
uspto-grants-1991_10
Patent number
US05055579

Reaction notes

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