Diisopropyl Ether → HCID 15077740, compound

HRID 2380284Notes

Reaction equation

HRID 2380284 reaction equation
[C:1](OC(=O)C)(=[O:3])C.[CH3:8][S:9]([O:12][CH2:13][CH2:14][N:15]1[C:19]([NH2:20])=[C:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:17]=[N:16]1)(=[O:11])=[O:10].C(OC(C)C)(C)C>C(O)=O>[CH3:8][S:9]([O:12][CH2:13][CH2:14][N:15]1[C:19]([NH:20][CH:1]=[O:3])=[C:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:17]=[N:16]1)(=[O:10])=[O:11]

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 7918Acetic AnhydrideHCID 15077739HCID 15077739, compound

Product 1

HCID 15077740HCID 15077740, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of acetic anhydride (184 ml) and formic acid (93 ml) was stirred for 30 minutes at room temperature. The mixture was cooled at 5° C. with ice-bath and added to 1-(2-methylsulfonyloxyethyl)-4-ethoxycarbonyl-5-aminopyrazole (270 g). The mixture was stirred for 3 hours under ice-cooling. The reaction mixture was evaporated to give crystals. To the crystals was added diisopropyl ether and the mixture was stirred for 1 hour. The crystals were collected by filtration to give 1-(2-methylsulfonyloxyethyl)-4-ethoxycarbonyl-5-formamidopyrazole (291.5 g).

Workup

  1. temperatureThe mixture was cooled at 5° C. with ice-bath
  2. stirringThe mixture was stirred for 3 hours under ice-
  3. temperaturecooling
  4. customThe reaction mixture was evaporated
  5. customto give crystals
  6. stirringthe mixture was stirred for 1 hour
  7. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-7d7e13a25f5c42f6839fc1222bdb1509
Source dataset
uspto-grants-1994_11
Patent number
US05366970

Reaction notes

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