3,4,5-Trimethoxyhydrocinnamic acid → HCID 178489912, compound

HRID 710516Notes

Reaction equation

HRID 710516 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([NH:12][NH2:13])=[O:11])=[CH:9][C:4]=2[NH:3][CH:2]=1.[CH3:14][O:15][C:16]1[CH:17]=[C:18]([CH2:26][CH2:27][C:28](O)=O)[CH:19]=[C:20]([O:24][CH3:25])[C:21]=1[O:22][CH3:23]>>[CH3:25][O:24][C:20]1[CH:19]=[C:18]([CH:17]=[C:16]([O:15][CH3:14])[C:21]=1[O:22][CH3:23])[CH2:26][CH2:27][C:28]1[O:11][C:10]([C:8]2[CH:7]=[CH:6][C:5]3[NH:1][CH:2]=[N:3][C:4]=3[CH:9]=2)=[N:12][N:13]=1

Participants

3

Reactant 2

HCID 648603,4,5-Trimethoxyhydrocinnamic acidHCID 166371191H-benzimidazole-5-carbohydrazide

Product 1

HCID 178489912HCID 178489912, compound

Procedure

The compound was synthesized starting from benzimidazol-5-carbohydrazide (176 mg, 1 mmol) and 3-(3,4,5-trimethoxyphenyl)propionic acid (241 mg; 1 mmol) as described in method 2; yield: 0.016 g (4.2%); MS m/z: 381.4 [M+H]+; 1H-NMR (CD3OD, 400 MHz): δ 3.12-3.16 (m, 2H); 3.31-3.33 (m, 2H); 3.70 (s, 3H), 3.77 (s, 6H); 6.56 (s, 2H); 7.94 (d, 1H, 3J=8.7 Hz); 8.15 (dd, 1H, 4J=1.7 Hz, 3J=8.7 Hz); 8.381-8.382 (m, 1H); 9.12 (s, 1H); HPLC (METHOD [A]): rt 10.41 min (89.6%)

Workup

  1. customThe compound was synthesized
  2. customrt 10.41 min (89.6%)

Sources & evidence

ORD record
ord-9d2eb07945ba4b85a3f47530ceb9a646
Source dataset
uspto-grants-2015_11
Patent number
US09181233B2

Reaction notes

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