Water → HCID 178512748, compound

HRID 1715058Notes

Reaction equation

HRID 1715058 reaction equation
[C:1]1([S:7]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[C:16]([CH2:20][NH2:21])=[CH:15][CH:14]=[CH:13]3)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[N:23]1([C:28](N)=[NH:29])C=CC=N1.C(N(CC)C(C)C)C.O>CN(C=O)C>[C:1]1([S:7]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[C:16]([CH2:20][NH:21][C:28]([NH2:29])=[NH:23])=[CH:15][CH:14]=[CH:13]3)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 521913N,N-Diethyl-2-propanamineHCID 2734672Pyrazole-1-carboxamidine monohydrochlorideHCID 59028770C-(6-Benzenesulfonyl-naphthalen-1-yl)-methylamine

Product 1

HCID 178512748HCID 178512748, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

C-(6-Benzenesulfonyl-naphthalen-1-yl)-methylamine, 1H-pyrazol-1-carboxamidine hydrochloride and diethyl isopropylamine are dissolved in DMF, and the reaction mixture is heated to 100° C., then cooled and diluted by addition of water. The aqueous mixture is extracted with EtOAc, and the combined organic layers are dried over MgSO4, filtered, and concentrated under reduced pressure to give N-(6-benzenesulfonyl-naphthalen-1-ylmethyl)-guanidine.

Workup

  1. temperaturecooled
  2. extractionThe aqueous mixture is extracted with EtOAc
  3. dry with materialthe combined organic layers are dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a61a7794ce7d4db1a72b279678111e0e
Source dataset
uspto-grants-2010_09
Patent number
US07799797B2

Reaction notes

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