Diethyl Ether → HCID 178495937, compound

HRID 1833574Notes

Reaction equation

HRID 1833574 reaction equation
[N:1]#[N:2].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[CH:11]=[C:10]([S:17]([NH:20][C@H:21]([C:29]([N:31]([CH2:36][CH2:37][O:38][CH3:39])[CH2:32][C:33](O)=[O:34])=[O:30])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:28])[NH2:27])(=[O:19])=[O:18])[CH:9]=[CH:8]2.C(OCC)C.S(Cl)([Cl:47])=O>>[N:1]#[N:2].[ClH:47].[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[CH:11]=[C:10]([S:17]([NH:20][C@H:21]([C:29]([N:31]([CH2:36][CH2:37][O:38][CH3:39])[CH2:32][C:33]([Cl:47])=[O:34])=[O:30])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:28])[NH2:27])(=[O:19])=[O:18])[CH:9]=[CH:8]2

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 178495947HCID 178495947, compound

Product 1

HCID 178495937HCID 178495937, compound

Procedure

A suspension of 2.00 g of N2 -(6,7-dimethoxy-2-naphthylsulfonyl)-L-arginyl-N-(2-methoxyethyl)glycine in 20 ml of thionyl chloride was stirred for 2 hours at room temperature. Addition of cold dry ethyl ether resulted in a precipitate which was collected by filtration and washed several times with dry ethyl ether to give N2 -(6,7-dimethoxy-2-naphthylsulfonyl)-L-arginyl-N-(2-methoxyethyl)glycyl chloride hydrochloride.

Workup

  1. customresulted in a precipitate which
  2. filtrationwas collected by filtration
  3. washwashed several times with dry ethyl ether

Sources & evidence

ORD record
ord-eb62eabe2d304dd990058992098d1191
Source dataset
uspto-grants-1978_01
Patent number
US04066773

Reaction notes

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