Sulfuric Acid → 2-(1,3-Benzothiazol-2-yl)acetamide

HRID 1091665Notes

Reaction equation

HRID 1091665 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]#[N:12].S(=O)(=O)(O)[OH:14]>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]([NH2:12])=[O:14]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 3424652-(1,3-Benzothiazol-2-yl)acetonitrile

Product 1

HCID 220161072-(1,3-Benzothiazol-2-yl)acetamide

Procedure

2-(Benzothiazol-2-yl)acetonitrile (2.05 g, 12 mmol) was added in portions to stirred concentrated sulfuric acid (5 mL) over 10 min. The mixture was stirred for 4 hr, then poured over ice/water. The precipitate that formed was extracted into EA and washed with brine, then the organic phase was dried over magnesium sulfate and the solvent removed under vacuum to give 2-(benzothiazol-2-yl)acetamide (1.02 g) as an orange solid.

Workup

  1. customThe precipitate that formed
  2. extractionwas extracted into EA
  3. washwashed with brine
  4. dry with materialthe organic phase was dried over magnesium sulfate
  5. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-018c45462da54c7aa43ceb0f8cce2657
Source dataset
uspto-grants-2012_03
Patent number
US08129396B2

Reaction notes

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