Ammonia → HCID 15300852, compound

HRID 741704Notes

Reaction equation

HRID 741704 reaction equation
S(=O)(=O)(O)O.[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[C:8]=1[CH:14]([NH:18]C1C(=O)NC=CC=1)[C:15]([NH2:17])=[O:16].N>>[NH2:18][CH:14]([C:8]1[C:9]([Cl:13])=[CH:10][CH:11]=[CH:12][C:7]=1[Cl:6])[C:15]([NH2:17])=[O:16]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 15391326HCID 15391326, compound

Product 1

HCID 15300852HCID 15300852, compoundYield 83.6%

Procedure

To a stirred and cooled amount of 450 g of concentrated sulfuric acid there were added 23 g of intermediate (2). Stirring was continued overnight at room temperature. The reaction mixture was poured into 2000 g of ice-water and the whole was basified with ammonia. The product was extracted with trichloromethane and the extract was dried, filtered and evaporated. The residue was crystallized from 240 g of 2-propanol at -20° C. The product was filtered off, washed with 2-propanol and petroleumether and dried, yielding 13.5 g of (±)-α-amino-2,6-dichlorobenzeneacetamide; mp. 166.3° C. (interm. 3).

Workup

  1. stirringStirring
  2. extractionThe product was extracted with trichloromethane
  3. customthe extract was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was crystallized from 240 g of 2-propanol at -20° C
  7. filtrationThe product was filtered off
  8. washwashed with 2-propanol and petroleumether
  9. customdried

Sources & evidence

ORD record
ord-b2c827a1ee39417f9e2826f76cf2643a
Source dataset
uspto-grants-1996_09
Patent number
US05552430

Reaction notes

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