HCID 14365936, compound → 2,5-diamino-1,4-benzenedithiol

HRID 1762966Notes

Reaction equation

HRID 1762966 reaction equation
Cl.Cl.[NH2:3][C:4]1[CH:9]=[C:8]([SH:10])[C:7]([NH2:11])=[CH:6][C:5]=1[SH:12].O1C2C=CC=CC=2N=C1C1C(C(O)=O)=CC=C(C(O)=O)C=1>>[NH2:3][C:4]1[CH:9]=[C:8]([SH:10])[C:7]([NH2:11])=[CH:6][C:5]=1[SH:12]

Participants

3

Reactant 2

HCID 14365936HCID 14365936, compoundHCID 146182692,5-Diaminobenzene-1,4-dithiol--hydrogen chloride (1/2)

Product 1

HCID 45983552,5-diamino-1,4-benzenedithiol

Conditions

Temperature
90 °C

Procedure

2,5-Diamino-1,4-benzene dithiol dihydrochloride (1.5544 g, 6.3 mmol), 2-benzoxazole terephthalic acid (1.7956 g, 6.3 mmol) and 10.2 g of polyphosphoric acid (83% P2O5) were placed in a resin flask equipped with a mechanical stirrer, nitrogen inlet/outlet tubes, a vacuum connector and a side opening on the resin flask. With nitrogen continuously flowing, the solution was heated slowly to 60° C. for 24 hours and 90° C. for 16 hours to remove the hydrochloride. The mixture was heated at 160° C. for 17 hours, then at 190° C. for 17 hours. Work-up, as in the preceeding Example, gave a polymer with [N]=0.96 dl/g, methanesulfonic acid at 30° C.

Workup

  1. customequipped with a mechanical stirrer, nitrogen inlet/outlet tubes
  2. customto remove the hydrochloride
  3. temperatureThe mixture was heated at 160° C. for 17 hours
  4. customat 30° C.

Sources & evidence

ORD record
ord-73291f375575464d818581778afa6886
Source dataset
uspto-grants-1989_05
Patent number
US04835246

Reaction notes

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