Diisopropyl Ether → HCID 10563070, compound

HRID 619225Notes

Reaction equation

HRID 619225 reaction equation
[C:1](OC(=O)C)(=[O:3])C.[NH2:8][C:9]1[S:10][CH:11]=[C:12](/[C:14](=[N:18]/[O:19][C:20](=[O:22])[CH3:21])/[C:15]([OH:17])=[O:16])[N:13]=1.C(OC(C)C)(C)C>C(O)=O>[CH:1]([NH:8][C:9]1[S:10][CH:11]=[C:12](/[C:14](=[N:18]/[O:19][C:20](=[O:22])[CH3:21])/[C:15]([OH:17])=[O:16])[N:13]=1)=[O:3]

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 7918Acetic AnhydrideHCID 11241673(Z)-2-(Acetoxyimino)-2-(2-aminothiazol-4-yl)acetic acid

Product 1

HCID 10563070HCID 10563070, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

To acetic anhydride (20.6 ml) was added formic acid (16.6 ml) at 15° C. The mixture was stirred at room temperature for 30 minutes. To the mixture was 2-(2-aminothiazol-4-yl)-2-(Z)-(acetoxyimino)acetic acid (10 g) under ice-cooling, and the reaction mixture was stirred at room temperature for 20 hours. To the mixture was added isopropyl ether (37.2 ml) under ice-cooling, and the mixture was stirred at the same temperature for 1 hour. The resulting precipitate was collected by filtration to give 2-(2-formylaminothiazol-4-yl)-2-(Z)-(acetoxyimino)acetic acid (9.39 g).

Workup

  1. temperaturecooling
  2. stirringthe reaction mixture was stirred at room temperature for 20 hours
  3. temperaturecooling
  4. stirringthe mixture was stirred at the same temperature for 1 hour
  5. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-bdd3d93c29894547a1c5f053388eec09
Source dataset
uspto-grants-1999_09
Patent number
US05958914

Reaction notes

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