Hydrazine hydrate (1:1) → HCID 15730185, compound

HRID 1086597Notes

Reaction equation

HRID 1086597 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([S:13]([OH:16])(=[O:15])=[O:14])[C:11]=1[OH:12])[C:5](OC)=[O:6].O.[NH2:18][NH2:19]>>[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([S:13]([OH:16])(=[O:15])=[O:14])[C:11]=1[OH:12])[C:5]([NH:18][NH2:19])=[O:6]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15730184HCID 15730184, compound

Product 1

HCID 15730185HCID 15730185, compound

Conditions

Temperature
0 °C

Procedure

3,4-Dihydroxy-5-sulfobenzoic acid, methyl ester (15.0 g, 52.9 mmoles) was dissolved in 100 ml of hydrazine hydrate and refluxed for 15 hours. The mixture was then evaporated in vacuo, the residue dissolved in water and the pH adjusted to 1.0 with 2N hydrochloric acid. The mixture was chilled at 0° C. for 15 hours and the white precipitate which formed was filtered and dried to give 12.83 g of the title compound as a white solid, m.p >300° C.

Workup

  1. temperaturerefluxed for 15 hours
  2. customThe mixture was then evaporated in vacuo
  3. dissolutionthe residue dissolved in water
  4. customthe white precipitate which formed
  5. filtrationwas filtered
  6. customdried

Sources & evidence

ORD record
ord-92fc225fc66741da9fa3277dd5ff07fb
Source dataset
uspto-grants-1991_07
Patent number
US05030724

Reaction notes

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