Water → HCID 86733349, compound

HRID 1606664Notes

Reaction equation

HRID 1606664 reaction equation
[OH2:1].[C:2](Cl)(=[O:4])[CH3:3].C[NH:7][C:8](=O)[CH:9](CO)[NH:10][C:11](=[O:25])[C:12]1[C:17]([I:18])=[C:16]([NH2:19])[C:15]([I:20])=[C:14]([C:21]([OH:23])=[O:22])[C:13]=1[I:24]>CC(N(C)C)=O>[C:21]([C:14]1[C:13]([I:24])=[C:12]([C:17]([I:18])=[C:16]([NH:19][C:2](=[O:4])[CH3:3])[C:15]=1[I:20])[C:11]([NH:10][C:9](=[O:1])[CH2:8][NH2:7])=[O:25])([OH:23])=[O:22]

Participants

5

Reactant 3

HCID 962WaterHCID 6367Acetyl chloride2×HCID 21427255HCID 21427255, compound

Product 1

HCID 86733349HCID 86733349, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Under agitation and cooling with water, 13.5 ml. of acetyl chloride is added dropwise to 40.0 g. (65 millimoles) of N-(3-carboxy-5-amino-2,4,6-triiodobenzoyl)-glycine amide (IV c), m.p. 248°-249° C. (decomposition), in 80 ml. of dimethylacetamide. Then, the reaction mixture is stirred at room temperature for 11/2 hours, another 2 ml. of acetyl chloride is added thereto, and the mixture stirred for another hour. After the addition of 10 ml. of water, the reaction mixture is concentrated under vacuum, 70 ml. of water is added to the residue, and the mixture is stirred for 16 hours. The precipitate is vacuum-filtered and washed free of salt with water.

Workup

  1. stirringthe mixture stirred for another hour
  2. additionAfter the addition of 10 ml
  3. concentrationof water, the reaction mixture is concentrated under vacuum, 70 ml
  4. additionof water is added to the residue
  5. stirringthe mixture is stirred for 16 hours
  6. filtrationThe precipitate is vacuum-filtered
  7. washwashed free of salt with water

Sources & evidence

ORD record
ord-c46a5c77d7244aa192aeb28fa2b3119e
Source dataset
uspto-grants-1976_04
Patent number
US03953501

Reaction notes

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