Acetic Anhydride → HCID 89500059, compound

HRID 64108Notes

Reaction equation

HRID 64108 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[N+:8]([C:11]1[CH:12]=[C:13]([NH2:22])[CH:14]=[C:15]([N:17]2[CH:21]=[CH:20][CH:19]=[CH:18]2)[CH:16]=1)([O-:10])=[O:9]>>[N+:8]([C:11]1[CH:12]=[C:13]([NH:22][C:5](=[O:7])[CH3:6])[CH:14]=[C:15]([N:17]2[CH:18]=[CH:19][CH:20]=[CH:21]2)[CH:16]=1)([O-:10])=[O:9]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 22349970HCID 22349970, compound

Product 1

HCID 89500059HCID 89500059, compoundYield 89%

Procedure

Acetic anhydride (7.0 ml) was added to 3-nitro-5-pyrrol-1-yl-phenylamine (7.0 g, 34.48 mmol). The mixture was stirred for 30 min at RT and subsequently quenched by the addition of crushed ice. The precipitate formed was filtered and was washed with cold water to obtain off-white solid. The solid was dried under high vacuum to give the product in 89% yield (7.52 g). LC-MS (ESI): Calculated mass: 245.23; Observed mass: 244.1 [M−H]+ (rt: 0.24 min).

Workup

  1. customsubsequently quenched by the addition of crushed ice
  2. customThe precipitate formed
  3. filtrationwas filtered
  4. washwas washed with cold water
  5. customto obtain off-white solid
  6. customThe solid was dried under high vacuum
  7. customto give the product in 89% yield (7.52 g)
  8. custom244.1 [M−H]+ (rt: 0.24 min)

Sources & evidence

ORD record
ord-4598901068e942c6a3a90c6ae90d54a4
Source dataset
uspto-grants-2016_09
Patent number
US09447091B2

Reaction notes

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