Dicyclohexylcarbodiimide → HCID 178489440, compound

HRID 710535

Reaction equation

HRID 710535 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11](O)=O.C1CCC(N=C=NC2CCCCC2)CC1.[N:29]1[C:33]2[CH:34]=[CH:35][C:36]([C:38]([NH:40][NH2:41])=O)=[CH:37][C:32]=2[NH:31][CH:30]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:51])=CC=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]1[S:51][C:38]([C:36]2[CH:35]=[CH:34][C:33]3[NH:29][CH:30]=[N:31][C:32]=3[CH:37]=2)=[N:40][N:41]=1

Participants

5

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 806523-(o-Methoxyphenyl)propionic acidHCID 87949Lawesson's reagentHCID 166371191H-benzimidazole-5-carbohydrazide

Product 1

HCID 178489440HCID 178489440, compound

Procedure

The compound was synthesized starting from 3-(2-methoxyphenyl)propionic acid (181 mg; 1 mmol), DCC (206 mg; 1 mmol), benzimidazol-5-carbohydrazide (176 mg; 1 mmol) and Lawesson's reagent (606 mg; 1.5 mmol) as described in method 2; yield: 0.012 g (3.6%); MS m/z: 337.4 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.06 (t, 2H, 3J=7.5 Hz); 3.39 (t, 2H, 3J=7.5 Hz); 3.79 (s, 3H); 6.84-6.88 (m, 1H); 6.97-6.99 (m, 2H); 7.18-7.20 (m, 1H); 7.80 (d, 1H, 3J=8.7 Hz); 7.88 (dd, 1H, 4J=1.7 Hz, 3J=8.7 Hz); 8.19-8.20 (m, 1H); 8.78 (s, 1H); HPLC (METHOD [A]): rt 12.78 min (92.7%)

Workup

  1. customThe compound was synthesized
  2. customrt 12.78 min (92.7%)

Sources & evidence

ORD record
ord-a93eab49f9494d85bafb23ee391a5fd2
Source dataset
uspto-grants-2015_11
Patent number
US09181233B2

Linked notes

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