Hydrochloric Acid → HCID 653921, compound

HRID 2050781Notes

Reaction equation

HRID 2050781 reaction equation
[C:1](O)(=O)[CH:2]([CH:4]([C:6](O)=O)[OH:5])[OH:3].[NH2:11][C:12]1[CH:13]=[C:14]([CH3:19])[CH:15]=[CH:16][C:17]=1[NH2:18].Cl.P(=O)(O)(O)O>O.C(O)C>[CH3:19][C:14]1[CH:15]=[CH:16][C:17]2[N:18]=[C:1]([CH:2]([OH:3])[CH:4]([OH:5])[C:6]3[NH:11][C:12]4[CH:13]=[C:14]([CH3:19])[CH:15]=[CH:16][C:17]=4[N:18]=3)[NH:11][C:12]=2[CH:13]=1

Participants

7

Reactant 4

HCID 313Hydrochloric Acid2×HCID 8752,3-Dihydroxybutanedioic AcidHCID 1004Phosphoric AcidHCID 103323,4-Diaminotoluene

Product 1

HCID 653921HCID 653921, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
120 °C

Procedure

A mixture of 15.0 g (0.10 mole) tartaric acid, 29.32 g (0.24 mole) 3,4-diaminotoluene, 25 ml water, 15 ml ethanol, 25 ml hydrochloric acid (conc.) and 10 ml 85% phosphoric acid was heated at 120° C. for 40 hours, poured into water and the mixture acidified with concentrated hydrochloric acid. After extraction with chloroform and making the aqueous phase alkaline with sodium hydroxide, a precipitate formed and was collected by filtration. The solid was washed with a small amount of acetone and held in vacuo for 18 hours. The residual moisture was removed by azeotropic distillation of its mixture with benzene.

Workup

  1. extractionAfter extraction with chloroform
  2. customa precipitate formed
  3. filtrationwas collected by filtration
  4. washThe solid was washed with a small amount of acetone
  5. customThe residual moisture was removed by azeotropic distillation of its mixture with benzene

Sources & evidence

ORD record
ord-2917ccb459504daaa87f6d02fa765a1d
Source dataset
uspto-grants-1991_05
Patent number
US05015473

Reaction notes

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