Carbon Disulfide → HCID 23459704, compound

HRID 2287165Notes

Reaction equation

HRID 2287165 reaction equation
C([CH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]1[C:12]([NH:14][NH2:15])=O)C.[C:16](Cl)(Cl)=[O:17].C(=S)=[S:21]>>[O:17]=[C:16]1[NH:15][N:14]=[C:12]([C:4]2[CH2:3][C:11]3[C:6]([CH:5]=2)=[CH:7][CH:8]=[CH:9][CH:10]=3)[S:21]1

Participants

4

Reactant 3

HCID 6348Carbon DisulfideHCID 6371PhosgeneHCID 70579338HCID 70579338, compound

Product 1

HCID 23459704HCID 23459704, compound

Procedure

Ethyl indene-2-carboxylic acid hydrazide, (17.4 g., 0.1 mol) in 200 ml. of carbon disulfide was treated with 22 g. (0.1 mol) of phosphorous pentasulfide, and the mixture stirred at reflux for 24 hours. The mixture was extracted with 3 portions of 10% sodium hydroxide solution and the organic phase was dried and concentrated to a solid. The thiohydrazide thus prepared was reacted with phosgene as described in EXAMPLE 4 to give the title product.

Workup

  1. temperatureat reflux for 24 hours
  2. extractionThe mixture was extracted with 3 portions of 10% sodium hydroxide solution
  3. customthe organic phase was dried
  4. concentrationconcentrated to a solid
  5. customThe thiohydrazide thus prepared

Sources & evidence

ORD record
ord-6f5eb7eb42bc454c962016cb7eb9948b
Source dataset
uspto-grants-1981_05
Patent number
US04269846

Reaction notes

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