Thionyl Chloride → HCID 21935285, compound

HRID 1241533Notes

Reaction equation

HRID 1241533 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:17]=[C:18]([CH3:20])[CH:19]=1)[O:5][C:6]1[C:11]([CH2:12]O)=[C:10]([CH3:14])[NH:9][C:8](=[O:15])[C:7]=1[I:16].O=S(Cl)[Cl:23]>C(Cl)Cl>[Cl:23][CH2:12][C:11]1[C:6]([O:5][C:4]2[CH:3]=[C:2]([CH3:1])[CH:19]=[C:18]([CH3:20])[CH:17]=2)=[C:7]([I:16])[C:8](=[O:15])[NH:9][C:10]=1[CH3:14]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 10000127HCID 10000127, compound

Product 1

HCID 21935285HCID 21935285, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The heterogeneous solution of compound 257 (450 mg; 1.2 mmol) in CH2Cl2 (30 ml) became homogeneous mixture by addition at room temperature of SOCl2 (2.6 ml). After 2 hours on stirring at room temperature, all the volatiles were removed under reduced pressure giving a yellow solid which corresponds to the expected compound 125 in quantitative yield (470 mg); m.p.=256–258° C. This compound was used for the next step without any further purification.

Workup

  1. customall the volatiles were removed under reduced pressure
  2. customgiving a yellow solid which
  3. customThis compound was used for the next step without any further purification

Sources & evidence

ORD record
ord-7378800f2ec64524ac173c94e8b4e370
Source dataset
uspto-grants-2006_10
Patent number
US07115608B2

Reaction notes

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