Hydrochloric Acid → HCID 13343751, compound

HRID 597094Notes

Reaction equation

HRID 597094 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([NH:16]C(=O)C)=[C:10]([N+:13]([O-:15])=[O:14])[CH:11]=2)[CH2:6][CH2:5]1)(=O)C.Cl>>[NH2:16][C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][C:10]=1[N+:13]([O-:15])=[O:14])[NH:4][CH2:5][CH2:6]2

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 13343747HCID 13343747, compound

Product 1

HCID 13343751HCID 13343751, compound

Procedure

Product B is deacetylated by refluxing with 85 ml. conc. hydrochloric acid for 1 hr. 30 min. The whole is evaporated extracted with 400 ml. hot methanol, neutralized with excess ammonium hydroxide and filtered. The product is dissolved in 500 ml. ethyl acetate, treated with activated charcoal and saturated with HCl gas. The product is further purified by mixing with water and activated charcoal, and filtered. The filtrate containing the salt of the product is placed under nitrogen, neutralized with ammonium hydroxide solution, filtered, washed with water and dried to give a red solid 5-amino-6-nitroindoline, m. 190°-1.5° C. (D).

Workup

  1. temperatureby refluxing with 85 ml
  2. custom30 min
  3. customThe whole is evaporated
  4. extractionextracted with 400 ml
  5. filtrationfiltered
  6. dissolutionThe product is dissolved in 500 ml
  7. additionethyl acetate, treated with activated charcoal and saturated with HCl gas
  8. customThe product is further purified
  9. additionby mixing with water and activated charcoal
  10. filtrationfiltered
  11. additionThe filtrate containing the salt of the product
  12. filtrationfiltered
  13. washwashed with water
  14. customdried

Sources & evidence

ORD record
ord-4cf22be9008946f9967f397b64850bf9
Source dataset
uspto-grants-1977_03
Patent number
US04013404

Reaction notes

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