Chloroform → HCID 69132794, compound

HRID 988218Notes

Reaction equation

HRID 988218 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[C:9]2[NH:14][C:13](=[O:15])[C:12](=[CH:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[NH:11][C:10]2=[O:24])=[N:6][CH:7]=1.[C:25](Cl)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(Cl)(Cl)Cl>C(Cl)Cl>[C:25]([O:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[C:9]2[NH:14][C:13](=[O:15])[C:12](=[CH:16][CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[NH:11][C:10]2=[O:24])=[N:6][CH:7]=1)(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 7412Benzoyl chlorideHCID 69132345HCID 69132345, compound

Product 1

HCID 69132794HCID 69132794, compoundYield 10.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
150 °C

Procedure

A reaction mixture containing compound B (0.05 g, 0.16 mmole; obtained from Example 14), benzoyl chloride (15 ml, 0.16 mmole) and 50 mL of chloroform was heated to 150° C. for 2 hr. Chloroform was removed in vacuo to produce a residue. The residue was chromatographied using silica gel column with a developing solvent (CH2Cl2) to give 0.007 g (10%) of Compound 15.

Workup

  1. customChloroform was removed in vacuo
  2. customto produce a residue

Sources & evidence

ORD record
ord-9f48011a9e4243f0bd35e3f2885f24d2
Source dataset
uspto-grants-2003_10
Patent number
US06635649B2

Reaction notes

Loading…