Hydrochloric Acid → HCID 705729, compound

HRID 1834350Notes

Reaction equation

HRID 1834350 reaction equation
[NH:1]([CH2:6][C:7]([OH:9])=[O:8])[CH2:2][C:3]([OH:5])=[O:4].[OH-].[Na+].[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1.Cl>O.O1CCCC1>[CH3:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([S:20]([N:1]([CH2:6][C:7]([OH:9])=[O:8])[CH2:2][C:3]([OH:5])=[O:4])(=[O:22])=[O:21])=[CH:18][CH:19]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 74014-Methoxybenzenesulfonyl chlorideHCID 8897Iminodiacetic acidHCID 14798Sodium Hydroxide

Product 1

HCID 705729HCID 705729, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

3.3 Parts of iminodiacetic acid and 3.2 parts of sodium hydroxide are dissolved in 50 parts of water. Into the resulting aqueous solution, 20 parts of tetrahydrofuran containing 5 parts of p-methoxybenzenesulfonyl chloride was dropped. The resulting mixture is suspending at first, but becomes transparent when stirred at room temperature for about 1.5 hours. The mixture is further stirred at 50° C for about 20 minutes to terminate the reaction. After completion of the reaction, the reaction liquid is freed from the tetrahydrofuran and then acidified with hydrochloric acid to precipitate crystals. The crystals are collected by filtration and then recrystallized from water to obtain 3.8 parts of N-p-methoxybenzenesulfonyl-iminodiacetic acid, m.p. 177°-178.5° C.

Workup

  1. stirringThe mixture is further stirred at 50° C for about 20 minutes
  2. customto terminate
  3. customthe reaction
  4. customAfter completion of the reaction
  5. customthe reaction liquid
  6. customto precipitate crystals
  7. filtrationThe crystals are collected by filtration
  8. customrecrystallized from water

Sources & evidence

ORD record
ord-c33cfde6541c4d5db26100d94c5ee2df
Source dataset
uspto-grants-1978_01
Patent number
US04070176

Reaction notes

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