Glycine → HCID 20135567, compound

HRID 579992Notes

Reaction equation

HRID 579992 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].[Cl:6][C:7]1[C:19]([Cl:20])=[C:18](/[CH:21]=[C:22](/[N+:25]([O-:27])=[O:26])\[CH2:23][CH3:24])[CH:17]=[CH:16][C:8]=1[O:9][CH2:10][CH2:11][CH2:12][C:13](Cl)=[O:14]>O1CCCC1>[Cl:6][C:7]1[C:19]([Cl:20])=[C:18](/[CH:21]=[C:22](/[N+:25]([O-:27])=[O:26])\[CH2:23][CH3:24])[CH:17]=[CH:16][C:8]=1[O:9][CH2:10][CH2:11][CH2:12][C:13]([NH:1][CH2:2][C:3]([OH:5])=[O:4])=[O:14]

Participants

4

Reactant 2

HCID 750GlycineHCID 20135572HCID 20135572, compound

Product 1

HCID 20135567HCID 20135567, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirring suspension of finely ground glycine (6.01 g, 0.08 mole) in tetrahydrofuran (50 ml) is added, dropwise, the solution of E-4-[2,3-dichloro-4-(2-nitro-1-butenyl)phenoxy]butyryl chloride over a period of 15 minutes. The mixture is stirred at ambient temperature for 2.25 hours and then at reflux for one hour. The mixture is cooled, filtered and washed with tetrahydrofuran. The solid is suspended in water (60 ml), filtered, washed with water and dried to give 7.45 g of N-{(E)-4-[2,3-dichloro-4-(2-nitro-1-butenyl)phenoxy]butyryl}glycine.

Workup

  1. additionis added
  2. temperatureat reflux for one hour
  3. temperatureThe mixture is cooled
  4. filtrationfiltered
  5. washwashed with tetrahydrofuran
  6. filtrationfiltered
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-1fcda2effa17435c9d3ded7bc0fbe8ea
Source dataset
uspto-grants-1988_06
Patent number
US04751244

Reaction notes

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