Heptane → HCID 22459222, compound

HRID 2185000Notes

Reaction equation

HRID 2185000 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH:12][C:13](=[O:23])[NH:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19]O)=[CH:17][CH:16]=1.CCCCCCC>ClCCl>[CH3:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH:12][C:13](=[O:23])[NH:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][Cl:3])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 8900HeptaneHCID 24386Thionyl ChlorideHCID 54075980HCID 54075980, compound

Product 1

HCID 22459222HCID 22459222, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5.66 ml (78.12 mmol) of thionyl chloride were added dropwise with ice cooling to a suspension of 10 g (39.06 mmol) of 4-(3-(2-methylphenyl)ureido)benzyl alcohol in 150 ml of dichloromethane. The reaction mixture was subsequently stirred at room temperature for 1.5 hours and poured onto 200 ml of n-heptane. The heptane was decanted off from the deposited oil and the oil was stirred with diisopropyl ether. The solid obtained was filtered off and washed with diisopropyl ether. Yield: 8.32 g (78%).

Workup

  1. customThe heptane was decanted off from the deposited oil
  2. stirringthe oil was stirred with diisopropyl ether
  3. customThe solid obtained
  4. filtrationwas filtered off
  5. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-02a957cf5beb417bae465794a88c9be3
Source dataset
uspto-grants-2002_06
Patent number
US06399643B1

Reaction notes

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