p-Toluenesulfonic acid → HCID 86757047, compound

HRID 1069030Notes

Reaction equation

HRID 1069030 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][N:12]([CH:34]1[CH2:36][CH:35]1[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:13]1[C:14]2[N:25]=[N:24][N:23]([CH:26]3[CH2:30][CH:29]([OH:31])[CH:28]([OH:32])[CH:27]3[OH:33])[C:15]=2[N:16]=[C:17]([S:19][CH2:20][CH2:21][CH3:22])[N:18]=1.[C:43]1(C)[CH:48]=CC(S(O)(=O)=O)=C[CH:44]=1>CC(C)=O.COC(OC)(C)C>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][N:12]([CH:34]1[CH2:36][CH:35]1[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:13]1[C:14]2[N:25]=[N:24][N:23]([CH:26]3[CH:27]4[O:33][C:43]([CH3:48])([CH3:44])[O:32][CH:28]4[CH:29]([OH:31])[CH2:30]3)[C:15]=2[N:16]=[C:17]([S:19][CH2:20][CH2:21][CH3:22])[N:18]=1

Participants

5

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 86757048HCID 86757048, compound

Product 1

HCID 86757047HCID 86757047, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 64952,2-DimethoxypropaneSolvent

Procedure

To a solution of product of example 12, step (f) (4.50 g) in acetone (100 ml), 2,2-dimethoxypropane (12.60 ml) and p-toluenesulphonic acid (2.34 g) were added and the reaction mixture stirred for 1 hour. Purification (SiO2, ethyl acetate:isohexane 2:7 as eluant) afforded the subtitle compound (4.34 g).

Workup

  1. customPurification (SiO2, ethyl acetate:isohexane 2:7 as eluant)

Sources & evidence

ORD record
ord-989998bb7255492ba71f3950d48c3f38
Source dataset
uspto-grants-2001_06
Patent number
US06251910B1

Reaction notes

Loading…