Glycine → HCID 2770999, compound

HRID 1658054Notes

Reaction equation

HRID 1658054 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[NH2:15][CH2:16][C:17]([OH:19])=[O:18].C(=O)([O-])[O-].[K+].[K+]>O.CS(C)=O>[N+:12]([C:3]1[CH:4]=[C:5]([C:8]([F:11])([F:10])[F:9])[CH:6]=[CH:7][C:2]=1[NH:15][CH2:16][C:17]([OH:19])=[O:18])([O-:14])=[O:13]

Participants

6

Reactant 3

HCID 750GlycineHCID 84624-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotolueneHCID 11430Potassium Carbonate

Product 1

HCID 2770999HCID 2770999, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent2×

Conditions

Temperature
5 °C

Procedure

4-Chloro-3-nitrobenzotrifluoride (10 grams), glycine (7 grams), and potassium carbonate (10 grams) were mixed in a mixture of 40 ml. each of water and dimethyl sulfoxide. The mixture was heated to 80°-100°C. and held for 6 hours, then poured into 600 ml. of water, acidified, and chilled to 5°C. The mixture was filtered, yielding N-(2-nitro-4-trifluoromethylphenyl)-glycine. The product was dissolved in 5 percent sodium bicarbonate and reprecipitated by acidification. It was separated and recrystallized from a mixture of ethanol and water, m.p., 167°-170°C.

Workup

  1. temperatureThe mixture was heated to 80°-100°C.
  2. additionpoured into 600 ml
  3. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-6b06df260dd04acebb13f5804cef5bc2
Source dataset
uspto-grants-1976_06
Patent number
US03962440

Reaction notes

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