Thionyl Chloride → HCID 21443901, compound

HRID 328113Notes

Reaction equation

HRID 328113 reaction equation
[C:1]([C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][C:10](O)=[O:11])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].S(Cl)([Cl:17])=O>C1C=CC=CC=1>[ClH:17].[C:1]([C:4]1[CH:14]=[CH:13][C:7]([O:8][CH2:9][C:10]([Cl:17])=[O:11])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12222285HCID 12222285, compound

Product 1

HCID 21443901HCID 21443901, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

9.7 g of 4-amidinophenoxyacetic acid (M.p. 324° to 326° C) were suspended in 50 ml of anhydrous benzene, 29.7 of thionyl chloride were added and the whole was heated for 1 hour on the steam bath under reflux. After the reaction mixture had cooled, the solid product was filtered off with suction. 11.4 g of 4-amidinophenoxyacetyl chloride-hydrochloride melting at 142° - 143° C (with decomposition) were obtained.

Workup

  1. temperaturethe whole was heated for 1 hour on the steam bath
  2. temperatureunder reflux
  3. temperatureAfter the reaction mixture had cooled
  4. filtrationthe solid product was filtered off with suction

Sources & evidence

ORD record
ord-57a44ff174f142d499b4a983764a98c2
Source dataset
uspto-grants-1977_04
Patent number
US04016159

Reaction notes

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