Thionyl Chloride → HCID 10540931, compound

HRID 867204Notes

Reaction equation

HRID 867204 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8](=[O:21])[C:9]3[C:14]([S:15](=[O:19])(=[O:18])[C:16]=2[CH:17]=1)=[CH:13][CH:12]=[C:11]([CH3:20])[CH:10]=3)(=O)[NH2:2].S(Cl)(Cl)=O>CN(C)C=O>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8](=[O:21])[C:9]3[C:14]([S:15](=[O:18])(=[O:19])[C:16]=2[CH:17]=1)=[CH:13][CH:12]=[C:11]([CH3:20])[CH:10]=3)#[N:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 203177947-Methyl-9,10,10-trioxo-9,10-dihydro-10lambda~6~-thioxanthene-3-carboxamide

Product 1

HCID 10540931HCID 10540931, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
-10 °C

Procedure

The amide (0.79 g) of Example 21 was added to a mixture of dimethyl formamide (100 ml) and thionyl chloride (2.0 ml) at -10° C., and stirred at -10° C. for 2 hrs. The mixture was poured on to ice-water and the precipitated product filtered off and washed with water, recrystallised from dimethylformamide, and dried at 155° C./15 mm. Hg, m.p. 290° C. (decomposes).

Workup

  1. filtrationthe precipitated product filtered off
  2. washwashed with water
  3. customrecrystallised from dimethylformamide
  4. customdried at 155° C./15 mm. Hg, m.p. 290° C. (decomposes)

Sources & evidence

ORD record
ord-c462b2931d014b478af8cc54973dcf9d
Source dataset
uspto-grants-1978_07
Patent number
US04103015

Reaction notes

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