Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 67226633, compound

HRID 2045028Notes

Reaction equation

HRID 2045028 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([O:10][C:11]3[CH:39]=[C:38]([N:40]4[CH2:45][CH2:44][N:43]([CH2:46][C:47]5[CH2:48][C:49]6([CH2:54][CH2:55][C:56]=5[C:57]5[CH:62]=[CH:61][C:60]([Cl:63])=[CH:59][CH:58]=5)OCC[O:50]6)[CH2:42][CH2:41]4)[CH:37]=[CH:36][C:12]=3[C:13]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][CH2:26][CH:27]4[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)=[C:21]([N+:33]([O-:35])=[O:34])[CH:20]=3)(=[O:18])=[O:17])=[O:14])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>CC(C)=O.O.ClCCl>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([O:10][C:11]3[CH:39]=[C:38]([N:40]4[CH2:41][CH2:42][N:43]([CH2:46][C:47]5[CH2:48][C:49](=[O:50])[CH2:54][CH2:55][C:56]=5[C:57]5[CH:62]=[CH:61][C:60]([Cl:63])=[CH:59][CH:58]=5)[CH2:44][CH2:45]4)[CH:37]=[CH:36][C:12]=3[C:13]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([NH:25][CH2:26][CH:27]4[CH2:32][CH2:31][O:30][CH2:29][CH2:28]4)=[C:21]([N+:33]([O-:35])=[O:34])[CH:20]=3)(=[O:18])=[O:17])=[O:14])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

Participants

5

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 67433149HCID 67433149, compound

Product 1

HCID 67226633HCID 67226633, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

A mixture of EXAMPLE 249E (20 mg) and pyridinium p-toluenesulfonate (16.8 mg) in acetone/H2O (1:1, 3 mL) was heated in a microwave to 135° C. for 8 minutes. The mixture was diluted with dichloromethane (100 mL), washed with water and brine, and dried over Na2SO4. Filtration and evaporation of solvent gave the product.

Workup

  1. washwashed with water and brine
  2. dry with materialdried over Na2SO4
  3. filtrationFiltration and evaporation of solvent
  4. customgave the product

Sources & evidence

ORD record
ord-245bc61665b0455eaec74630867f6edc
Source dataset
uspto-grants-2013_11
Patent number
US08586754B2

Reaction notes

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