Thionyl Chloride → HCID 58897002, compound

HRID 1409109Notes

Reaction equation

HRID 1409109 reaction equation
[C:1]1([CH3:27])[CH:6]=[CH:5][C:4]([S:7]([N:10]2[C:14]3=[N:15][CH:16]=[CH:17][C:18]([C:19]4[CH:20]=[C:21]([CH2:25]O)[CH:22]=[CH:23][CH:24]=4)=[C:13]3[CH:12]=[CH:11]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.S(Cl)([Cl:30])=O>ClCCl>[Cl:30][CH2:25][C:21]1[CH:20]=[C:19]([C:18]2[CH:17]=[CH:16][N:15]=[C:14]3[N:10]([S:7]([C:4]4[CH:5]=[CH:6][C:1]([CH3:27])=[CH:2][CH:3]=4)(=[O:9])=[O:8])[CH:11]=[CH:12][C:13]=23)[CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 58896939HCID 58896939, compound

Product 1

HCID 58897002HCID 58897002, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (G) (0.25 g, 0.66 mmol) in dichloromethane (5 mL) was added thionyl chloride (0.5 mL, 6.9 mmol) at RT. The solution was allowed to stir until complete as judged by HPLC (1 hour). The solvent was removed under reduced pressure to afford 0.26 g of (H) (99% yield) as a white solid. FIA MS expected for C21H17ClN2O2S: m/e 396.07, found: 396.8 ES+. The material was used without further purification.

Workup

  1. customas judged by HPLC (1 hour)
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-5efb3547f1094afc9081e0d58f457ea9
Source dataset
uspto-grants-2014_12
Patent number
US08921376B2

Reaction notes

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