Thionyl Chloride → HCID 136032768, compound

HRID 1413450Notes

Reaction equation

HRID 1413450 reaction equation
S(Cl)([Cl:3])=O.[OH:5][C:6]1[C:14]([N:15]=[N:16][C:17]2[NH:18][C:19]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:21]=2)=[CH:13][C:9]([C:10](O)=[O:11])=[C:8]([N+:34]([O-:36])=[O:35])[CH:7]=1>O1CCCC1>[OH:5][C:6]1[C:14]([N:15]=[N:16][C:17]2[NH:18][C:19]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:21]=2)=[CH:13][C:9]([C:10]([Cl:3])=[O:11])=[C:8]([N+:34]([O-:36])=[O:35])[CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 136092599HCID 136092599, compound

Product 1

HCID 136032768HCID 136032768, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
5 °C

Procedure

Thionyl chloride (120 ml) was added with stirring to a suspension of VI (11.1 g, 0.026 mole) in dry tetrahydrofuran (120 ml) at 20° C. The mixture became warm and the suspension dissolved, giving a dark-red solution. After a few minutes, a bright-red solid precipitated. The mixture was stirred for a further 15 minutes, cooled to 5° C. and the product filtered off and dried at 50° C. for one hour. TLC analysis showed the product to be pure.

Workup

  1. temperatureThe mixture became warm
  2. dissolutionthe suspension dissolved
  3. customgiving a dark-red solution
  4. waitAfter a few minutes
  5. customa bright-red solid precipitated
  6. filtrationthe product filtered off
  7. customdried at 50° C. for one hour

Sources & evidence

ORD record
ord-935168a2e844495c97b34c1632c44e16
Source dataset
uspto-grants-1981_02
Patent number
US04250238

Reaction notes

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