Dicyclohexylcarbodiimide → HCID 178490064, compound

HRID 710537Notes

Reaction equation

HRID 710537 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:10][CH2:11][C:12](O)=O.C1CCC(N=C=NC2CCCCC2)CC1.[N:30]1[C:34]2[CH:35]=[CH:36][C:37]([C:39]([NH:41][NH2:42])=O)=[CH:38][C:33]=2[NH:32][CH:31]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:52])=CC=1>>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:10][CH2:11][C:12]1[S:52][C:39]([C:37]2[CH:36]=[CH:35][C:34]3[NH:30][CH:31]=[N:32][C:33]=3[CH:38]=2)=[N:41][N:42]=1

Participants

5

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 87949Lawesson's reagentHCID 166371191H-benzimidazole-5-carbohydrazideHCID 242120943-(2-Chloro-3-methoxyphenyl)propanoic acid

Product 1

HCID 178490064HCID 178490064, compound

Procedure

The compound was synthesized starting from 3-(2-Chlor-3-methoxyphenyl)propionic acid (215 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: 0.015 g (4.1%); MS m/z: 371.3 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.20-3.24 (m, 2H); 3.42-3.46 (m, 2H); 3.84 (s, 3H); 6.98-7.04 (m, 2H); 7.22-7.26 (m, 1H); 7.78-7.80 (m, 1H); 7.86-7.89 (m, 1H); 8.20 (br s, 1H); 8.72 (s, 1H); HPLC (METHOD [A]): rt 13.13 min (97.8%)

Workup

  1. customThe compound was synthesized
  2. customrt 13.13 min (97.8%)

Sources & evidence

ORD record
ord-d124c455d7a84e21879898661e5468a8
Source dataset
uspto-grants-2015_11
Patent number
US09181233B2

Reaction notes

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