Hydrochloric Acid → HCID 53781212, compound

HRID 979514Notes

Reaction equation

HRID 979514 reaction equation
[O-]C#N.[K+].[NH2:5][C:6]([NH:8][C@H:9]([C:22]([OH:24])=[O:23])[CH2:10][C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[C:13]([CH3:20])[C:12]=1[CH3:21])=[O:7].Cl.CC1C(C)=CC=C([N+]([O-])=O)C=1C[C@@H](C(O)=O)N.Cl>O>[NH2:5][C:6]([NH:8][C@H:9]([C:22]([OH:24])=[O:23])[CH2:10][C:11]1[C:16]([N+:17]([O-:19])=[O:18])=[CH:15][CH:14]=[C:13]([CH3:20])[C:12]=1[CH3:21])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 70436715HCID 70436715, compoundHCID 178426719HCID 178426719, compound

Product 1

HCID 53781212HCID 53781212, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

DL-N-(Aminocarbonyl)-2,3-dimethyl-6-nitrophenylalanine Potassium cyanate (17.5 g, 0.21 mol) was added to stirred solution of DL-2,3-dimethyl-6-nitrophenylalanine hydrochloride (15 g, 0.05 mol) in water (125 mL). The mixture was heated on a steam bath for 30 minutes, cooled and acidified with 2N hydrochloric acid solution. The precipitate was filtered off, washed with water and dried in air to give DL-N-(aminocarbonyl)-2,3-dimethyl-6-nitrophenylalanine as a hydrate (16.0 g, 100%), m.p. 223°-224° C. (dec). Spectral data were in accord with the assigned structure.

Workup

  1. temperatureThe mixture was heated on a steam bath for 30 minutes
  2. temperaturecooled
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried in air

Sources & evidence

ORD record
ord-ee35cf3bf5034abe89638ad12befe3ab
Source dataset
uspto-grants-1987_05
Patent number
US04668686

Reaction notes

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