Hydrochloric Acid → HCID 54520193, compound

HRID 1632512Notes

Reaction equation

HRID 1632512 reaction equation
[CH2:1]([C:5]1[CH:10]=[C:9]([C:11]([C:13]([O:15][C:16](=[O:30])[C:17](=[O:29])[C:18]2[C:19](=[CH:21][CH:22]=[C:23]([CH2:25][CH2:26][CH2:27][CH3:28])[CH:24]=2)[NH2:20])=[O:14])=[O:12])[C:8]([NH2:31])=[CH:7][CH:6]=1)[CH2:2][CH2:3][CH3:4].[H-].[Na+].[CH2:34](I)[CH3:35].Cl.[CH3:38][CH2:39]CCCC>CN(C)P(=O)(N(C)C)N(C)C>[CH2:38]([NH:31][C:8]1[C:9]([C:11]([C:13]([O:15][C:16](=[O:30])[C:17](=[O:29])[C:18]2[C:19](=[CH:21][CH:22]=[C:23]([CH2:25][CH2:26][CH2:27][CH3:28])[CH:24]=2)[NH:20][CH2:34][CH3:35])=[O:14])=[O:12])=[CH:10][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[CH:6][CH:7]=1)[CH3:39]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6340IodoethaneHCID 8058HexaneHCID 24758Sodium hydrideHCID 54570371HCID 54570371, compound

Product 1

HCID 54520193HCID 54520193, compound

Reagents, catalysts & solvents 1

HCID 12679HexamethylphosphoramideSolvent

Procedure

4.00 g of the anhydride are dissolved in 35 ml of hexamethylphosphoric acid triamide, the solution is cooled to 5° and sodium hydride (0.864 g of a 50% strength suspension in mineral oil, de-oiled with hexane) is added under nitrogen. The mixture is allowed to warm to room temperature, 2.8 g of ethyl iodide are added and stirring is then carried out for 1 hour first at room temperature, then at 40°, and the reaction mixture is poured into a mixture of 300 ml of ice-water and 20 ml of 2N hydrochloric acid, filtered with suction, washed with water and allowed to dry in the atmosphere. N-Ethyl-5-butylisatic acid anhydride having a melting point of 130°-132° is obtained.

Workup

  1. temperaturethe solution is cooled to 5°
  2. filtrationfiltered with suction
  3. washwashed with water
  4. customto dry in the atmosphere

Sources & evidence

ORD record
ord-146ab02b02804c8692bbc3862a19b89a
Source dataset
uspto-grants-1984_10
Patent number
US04476132

Reaction notes

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