Ammonia → HCID 13255540, compound

HRID 2420191Notes

Reaction equation

HRID 2420191 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][N:5]=[C:4]([O:9][CH2:10][C:11](O)=[O:12])[C:3]=1[Cl:14].[NH3:15]>>[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][N:5]=[C:4]([O:9][CH2:10][C:11]([NH2:15])=[O:12])[C:3]=1[Cl:14]

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 13255541HCID 13255541, compound

Product 1

HCID 13255540HCID 13255540, compoundYield 72%

Conditions

Temperature
70 °C

Procedure

To a 75 milliliter stainless steel bomb is added 15 grams (0.06 mole) of 4-amino-3,5-dichloro-2-(pyridyloxy)acetic acid:ethyl ester, prepared as in Example I. The bomb was cooled to about minus 70° C. in a dry ice bath and thereafter 7 grams (0.04 mole) of ammonia was distilled into the bomb. The bomb was sealed and allowed to stand at room temperature for 48 hours. The bomb was opened and the unreacted ammonia allowed to escape. The solid residue which remained was removed from the bomb and recrystallized from 250 milliliters of ethanol. The 4-amino-3,5-dichloro-2-(pyridyloxy)acetamide product was dried azeotropically with benzene and was recovered in a yield of 72 percent of theoretical and melted at 192°-193° C.

Workup

  1. customThe bomb was sealed
  2. customThe solid residue which remained was removed from the bomb
  3. customrecrystallized from 250 milliliters of ethanol
  4. dry with materialThe 4-amino-3,5-dichloro-2-(pyridyloxy)acetamide product was dried azeotropically with benzene
  5. customwas recovered in a yield of 72 percent of theoretical and melted at 192°-193° C.

Sources & evidence

ORD record
ord-9965f59d1a6a4526919393a7690e5ac6
Source dataset
uspto-grants-1978_08
Patent number
US04110104

Reaction notes

Loading…