Water → HCID 70578943, compound

HRID 1730676Notes

Reaction equation

HRID 1730676 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([NH:18][C:19](=[O:25])[C:20]([O:22]CC)=[O:21])[CH:7]=[C:8]([NH:10][C:11](=[O:17])[C:12]([O:14]CC)=[O:13])[CH:9]=1)(=[O:3])[NH2:2].[OH-].[Na+].O>C(Cl)Cl>[OH2:3].[C:1]([C:4]1[CH:9]=[C:8]([NH:10][C:11](=[O:17])[C:12]([OH:14])=[O:13])[CH:7]=[C:6]([NH:18][C:19](=[O:25])[C:20]([OH:22])=[O:21])[CH:5]=1)(=[O:3])[NH2:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 12897305HCID 12897305, compound

Product 1

HCID 70578943HCID 70578943, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 5.26 gm. (0.015 mole) of diethyl (5-carbamoyl-m-phenylene)dioxamate, 33 ml. of 1N sodium hydroxide solution and 50 ml. of water is stirred for twenty minutes. Methylene chloride (85 ml.) is added and stirring continued for an additional thirty minutes. The aqueous layer is separated and acidified by the addition of dilute hydrochloric acid. The precipitate is removed by filtration and washed with water. The solid is purified by dissolving it in a dilute solution of THAM, filtering the solution and reprecipitation by the addition of a filtered solution of dilute hydrochloric acid. There is obtained 4.7 gm. of material melting at 220° (dec.).

Workup

  1. additionA mixture of 5.26 gm
  2. waitcontinued for an additional thirty minutes
  3. customThe aqueous layer is separated
  4. additionacidified by the addition of dilute hydrochloric acid
  5. customThe precipitate is removed by filtration
  6. washwashed with water
  7. customThe solid is purified
  8. dissolutionby dissolving it in a dilute solution of THAM
  9. filtrationfiltering
  10. customthe solution and reprecipitation
  11. additionby the addition of a filtered solution of dilute hydrochloric acid
  12. customThere is obtained 4.7 gm

Sources & evidence

ORD record
ord-9634420739b748398d3852187077f08a
Source dataset
uspto-grants-1976_11
Patent number
US03993679

Reaction notes

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