Octylamine → HCID 86591255, compound

HRID 584935Notes

Reaction equation

HRID 584935 reaction equation
[O:1]=[C:2]1[NH:6][C:5](=[O:7])[C:4](=[CH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([OH:23])=O)[CH:16]=3)=[CH:11][CH:10]=2)[S:3]1.ON1C2C=CC=CC=2N=N1.[CH2:34]([NH2:42])[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41].Cl.CN(C)CCCN=C=NCC>O.CN(C)C=O>[CH2:34]([NH:42][C:21]([C:17]1[CH:16]=[C:15]([C:12]2[CH:11]=[CH:10][C:9]([CH:8]=[C:4]3[S:3][C:2](=[O:1])[NH:6][C:5]3=[O:7])=[CH:14][CH:13]=2)[CH:20]=[CH:19][CH:18]=1)=[O:23])[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41]

Participants

7

Reactant 4

HCID 8143OctylamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86591254HCID 86591254, compound

Product 1

HCID 86591255HCID 86591255, compoundYield 33.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

1 g (3.1 mmol) of 4′-(2,4-dioxothiazolidin-5-ylidenemethyl)biphenyl-3-carboxylic acid, 15 ml of dimethylformamide, 460 mg (3.4 mmol) of 1-hydroxybenzotriazole and 500 μl (3.1 mmol) of n-octylamine are introduced into a three-necked flask under a stream of nitrogen. At 0° C., 0.59 g (3.4 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride is added portionwise. The mixture is stirred for three days while allowing the temperature to rise. The reaction medium is poured into water and extracted with ethyl acetate, dried over magnesium sulfate, filtered and evaporated. 450 mg (33%) of the desired product are obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-46626b3f08b34bd4a1e7b43f96af93a0
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

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