Hydrochloric Acid → HCID 22013934, compound

HRID 1532634Notes

Reaction equation

HRID 1532634 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[NH2:9][CH:10]([C:12](O)=[O:13])[CH3:11].[ClH:15]>>[OH2:13].[ClH:15].[ClH:15].[NH2:9][CH:10]([C:12]1[NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[N:8]=1)[CH3:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 602DL-alanineHCID 7243O-Phenylenediamine

Product 1

HCID 22013934HCID 22013934, compound

Conditions

Temperature
-15 °C

Procedure

Combine o-phenylenediamine (10.8 g, 100 mmol) and d,l-alanine (13.4 g, 150 mmol) in 6 N HCl (100 mL) Heat at reflux 75 hours, allow to cool, and chill at −15° C. Filter to remove 2.4 g solid. Decolorize the filtrate with charcoal, concentrate in vacuo to 30 g, and dilute with 95% EtOH (90 mL). Chill at −15° C., filter and wash with cold 90% EtOH to obtain the title compound as a white powder.

Workup

  1. temperatureat reflux 75 hours
  2. temperatureto cool
  3. filtrationFilter
  4. customto remove 2.4 g solid
  5. concentrationconcentrate in vacuo to 30 g
  6. additiondilute with 95% EtOH (90 mL)
  7. temperatureChill at −15° C.
  8. filtrationfilter
  9. washwash with cold 90% EtOH

Sources & evidence

ORD record
ord-ea7b2e8ac54348d58e615faaa282b123
Source dataset
uspto-grants-2001_03
Patent number
US06204282B1

Reaction notes

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