Hydrochloric Acid → HCID 17825628, compound

HRID 1297039Notes

Reaction equation

HRID 1297039 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][CH:11]=1)C=O)([OH:3])=[O:2].C(C#N)[CH2:13][OH:14].CCN=C=[N:21][CH2:22][CH2:23][CH2:24]N(C)C.Cl.C(N(CC)CC)C.C1C=CC2N(O)N=NC=2C=1.Cl>ClCCl>[C:22]([CH2:23][CH2:24][O:3][C:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:6][C:5]=1[CH:13]=[O:14])=[O:2])#[N:21]

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 8011HydracrylonitrileHCID 8471TriethylamineHCID 120773-CarboxybenzaldehydeHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 17825628HCID 17825628, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.51 g (10.0 mmol) of 3-carboxybenzaldehyde, 1.85 g (26.0 mmol) of ethylene cyanohydrin, 4.99 g (26.2 mmol) of WSC hydrochloride, 1.82 ml (13.1 mmol) of triethylamine and 1.49 g (11.0 mmol) of HOBt were stirred in 20 ml of dichloromethane at room temperature overnight. 1 N hydrochloric acid was added to the reaction mixture. After extraction with dichloromethane, the organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain the title compound.

Workup

  1. extractionAfter extraction with dichloromethane
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ee75fa60160d4df1bd286d78ed1249d7
Source dataset
uspto-grants-2007_07
Patent number
US07247645B2

Reaction notes

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