Glycine → HCID 89815163, compound

HRID 1481191Notes

Reaction equation

HRID 1481191 reaction equation
[C:1]1([CH3:20])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][C:8]1[CH:9]=[C:10]([C:17]([OH:19])=O)[C:11](=[CH:15][CH:16]=1)[C:12]([OH:14])=O.[NH2:21][CH2:22][C:23]([OH:25])=[O:24]>>[O:14]=[C:12]1[C:11]2[C:10](=[CH:9][C:8]([O:7][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=3[CH3:20])=[CH:16][CH:15]=2)[C:17](=[O:19])[N:21]1[CH2:22][C:23]([OH:25])=[O:24]

Participants

3

Reactant 2

HCID 750GlycineHCID 17846261HCID 17846261, compound

Product 1

HCID 89815163HCID 89815163, compound

Conditions

Temperature
230 °C

Procedure

A mixture of 4-(o-tolyloxy)phthalic acid (9.5 g, 35.0 mmol) and glycine (2.6 g, 35.0 mmol) was ground thoroughly in a mortar. The powder was then transferred to a flask and heated to 220-240° C. under high vacuum for 30 minutes. The reaction crude was cooled to room temperature to give the title compound in 10.2 g. 1H NMR (DMSO, 200 MHz): δ=7.89 (d, 1H, J=8.0 Hz), 7.42-7.08 (m, 6H), 4.27 (s, 2H), 2.14 (s, 3H).

Workup

  1. customThe powder was then transferred to a flask
  2. customThe reaction crude
  3. temperaturewas cooled to room temperature

Sources & evidence

ORD record
ord-ff134a0526a54dfa82f3150fc293941d
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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