Hydrochloric Acid → HCID 20523278, compound

HRID 223188Notes

Reaction equation

HRID 223188 reaction equation
[I:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[NH:12]C(=O)[O:10][C:8](=O)[C:7]=12.[NH:14]([CH2:16][C:17]([OH:19])=[O:18])[CH3:15].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O.O>[I:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:12])[C:7]=1[C:8]([N:14]([CH3:15])[CH2:16][C:17]([OH:19])=[O:18])=[O:10]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 1088SarcosineHCID 11430Potassium CarbonateHCID 106848156-(Iodo)isatoic anhydride

Product 1

HCID 20523278HCID 20523278, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A suspension of 8.7 g (0.03 mol) of 6-iodoisatoic acid anhydride, 2.95 g (0.033 mol) of sarcosine and 4.2 g of potassium carbonate in 50 ml of dimethylformamide is heated to 50° for 30 minutes. After cooling, the mixture is diluted with 400 ml of water, adjusted to pH 1-2 with 2 N hydrochloric acid and extracted several times with chloroform/isopropanol (4:1). After evaporation of the solvent and recrystallization of the residue from methylene chloride/hexane, there is obtained N-(6-iodoanthraniloyl)-N-methylglycine of melting point 147°-149°.

Workup

  1. temperatureis heated to 50° for 30 minutes
  2. temperatureAfter cooling
  3. extractionextracted several times with chloroform/isopropanol (4:1)
  4. customAfter evaporation of the solvent and recrystallization of the residue from methylene chloride/hexane

Sources & evidence

ORD record
ord-fd501f31eabd4e73917aa63fb16ea4f8
Source dataset
uspto-grants-1982_10
Patent number
US04352817

Reaction notes

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