Dimethylformamide → HCID 21443937, compound

HRID 328114Notes

Reaction equation

HRID 328114 reaction equation
[C:1]([C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][C:10](O)=[O:11])=[C:6]([O:15][CH3:16])[CH:5]=1)(=[NH:3])[NH2:2].CN(C)C=O.S(Cl)([Cl:24])=O>C1C=CC=CC=1>[ClH:24].[C:1]([C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][C:10]([Cl:24])=[O:11])=[C:6]([O:15][CH3:16])[CH:5]=1)(=[NH:3])[NH2:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 18727589HCID 18727589, compound

Product 1

HCID 21443937HCID 21443937, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A suspension of 6.15 g of 4-amidino-2-methoxy-phenoxyacetic acid in 60 ml of benzene and 10 ml of thionyl chloride was combined with 0.2 ml of dimethylformamide and heated. After 2 hours at 65° C, a well stirrable, colorless suspension had formed. The precipitate was isolated, washed with benzene and di-isopropylether and dried. 6.5 g of 4-amidino-2-methoxy-phenoxyacetyl chloride-hydrochloride melting at 155° to 156° C (decomposition) were obtained.

Workup

  1. temperatureheated
  2. customa well stirrable, colorless suspension had formed
  3. customThe precipitate was isolated
  4. washwashed with benzene and di-isopropylether
  5. customdried

Sources & evidence

ORD record
ord-4bd22221e3ee424b88a43e9042593233
Source dataset
uspto-grants-1977_04
Patent number
US04016159

Reaction notes

Loading…