Water → 6,9-Dihydro-6,9-ethanoanthra[2,3-d] [1,3]dithiol-2-thione

HRID 41606Notes

Reaction equation

HRID 41606 reaction equation
O.O[CH:3]1[C:20]2[CH:19]3[CH2:21][CH2:22][CH:16]([CH:17]=[CH:18]3)[C:15]=2[CH:14](O)[C:13]2[C:4]1=[CH:5][C:6]1[S:10][C:9](=[S:11])[S:8][C:7]=1[CH:12]=2>N1C=CC=CC=1>[S:8]1[C:7]2[CH:12]=[C:13]3[C:4](=[CH:5][C:6]=2[S:10][C:9]1=[S:11])[CH:3]=[C:20]1[C:15]([CH:16]2[CH2:22][CH2:21][CH:19]1[CH:18]=[CH:17]2)=[CH:14]3

Participants

4

Reactant 2

HCID 962WaterHCID 86661916HCID 86661916, compound

Product 1

HCID 580840986,9-Dihydro-6,9-ethanoanthra[2,3-d] [1,3]dithiol-2-thione

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

In pyridine (30 mL), the 5,10-dihydroxy-5,10-dihydro-6,9-dihydro-6,9-ethanoanthra[2,3-d] [1,3]dithiol-2-thione: 1-6 (1.03 g) was dissolved, and cooled to 0° C. in an ice bath. Thereafter, phosphonyl chloride (0.81 mL) was added in the cooled mixture, and stirred for 2 hours. After completion of the reaction, the mixture was poured into iced water, and then the obtained precipitate was recovered through filtration.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe obtained precipitate was recovered through filtration

Sources & evidence

ORD record
ord-599b7bbfb5744e51bfa2a0acd280cef1
Source dataset
uspto-grants-2013_09
Patent number
US08530673B2

Reaction notes

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