Diethyl Ether → HCID 21390817, compound

HRID 1730187Notes

Reaction equation

HRID 1730187 reaction equation
[NH2:1][N:2]1[NH:6][CH:5]=[C:4]([C:7]2[N:8]([CH2:15][CH2:16][OH:17])[C:9]([N+:12]([O-:14])=[O:13])=[CH:10][N:11]=2)[S:3]1.[C:18](OC(=O)C)(=[O:20])[CH3:19].[CH3:25][CH2:26][O:27]CC>>[C:18]([NH:1][N:2]1[NH:6][CH:5]=[C:4]([C:7]2[N:8]([CH2:15][CH2:16][O:17][C:26](=[O:27])[CH3:25])[C:9]([N+:12]([O-:14])=[O:13])=[CH:10][N:11]=2)[S:3]1)(=[O:20])[CH3:19]

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 7918Acetic AnhydrideHCID 21390811HCID 21390811, compound

Product 1

HCID 21390817HCID 21390817, compound

Procedure

The sample (0.1 g.) of 2-amino-5-[1-(2-hydroxyethyl)-5-nitro-2-imidazolyl]thiadiazole is added to 1.5 ml. of acetic anhydride and heated under reflux for 20 minutes. After cooling, the mixture is evaporated to dryness to give a tan solid which is slurried with ether and collected, melting point 258°-265° C.; the yield is 0.11 g. This solid is recrystallized from acetone to give the purified product, melting point 264°-268° C.

Workup

  1. temperatureunder reflux for 20 minutes
  2. temperatureAfter cooling
  3. customthe mixture is evaporated to dryness
  4. customto give a tan solid which
  5. customcollected
  6. customThis solid is recrystallized from acetone
  7. customto give the purified product, melting point 264°-268° C.

Sources & evidence

ORD record
ord-4cc923284517446f84f31452570d062b
Source dataset
uspto-grants-1976_11
Patent number
US03991200

Reaction notes

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