Cyclohexanone → HCID 136374219, compound

HRID 601316Notes

Reaction equation

HRID 601316 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2[NH:14][C:13]3[CH:15]=[CH:16][C:17]([O:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[CH:18][C:12]=3[S:11](=[O:28])(=[O:27])[N:10]=2)=[C:5]([OH:29])[C:4]2[S:30][CH:31]=[CH:32][C:3]1=2.[C:33]1(=O)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>CN(C)C(=O)C>[CH2:20]([O:19][C:17]1[CH:16]=[CH:15][C:13]2[NH:14][C:9]([C:6]3[C:7](=[O:8])[N:2]([N:1]=[C:33]4[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]4)[C:3]4[CH:32]=[CH:31][S:30][C:4]=4[C:5]=3[OH:29])=[N:10][S:11](=[O:28])(=[O:27])[C:12]=2[CH:18]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 7967CyclohexanoneHCID 136358410HCID 136358410, compound

Product 1

HCID 136374219HCID 136374219, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

The product of Example 324B (0.20 g, 0.42 mmol) and cyclohexanone (2.0 g, 20 mmol) in N,N-dimethylacetamide (4 mL) were reacted at 130° C. for 60 minutes in a microwave reactor in a sealed tube. The solvent was removed under reduced pressure and the resulting residue was triturated with diethyl ether (8 mL), filtered and dried to give the title compound (0.167 g 73%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe resulting residue was triturated with diethyl ether (8 mL)
  3. filtrationfiltered
  4. customdried

Sources & evidence

ORD record
ord-146aaf48795647aa84328af65e2fbd94
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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