Thionyl Chloride → HCID 178479372, compound

HRID 328111Notes

Reaction equation

HRID 328111 reaction equation
[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([OH:14])=O)=[CH:7][CH:6]=1)[C:2]([NH2:4])=[NH:3].S(Cl)([Cl:17])=O>>[ClH:17].[NH:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([Cl:17])=[O:14])=[CH:7][CH:6]=1)[C:2]([NH2:4])=[NH:3]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 178512496HCID 178512496, compound

Product 1

HCID 178479372HCID 178479372, compound

Conditions

Temperature
0 °C

Procedure

21 g of 4-guanidino-phenylacetic acid were added to 200 ml of thionyl chloride that had been cooled to 0° C. After 15 minutes at 0° C, the whole was stirred for 15 minutes at room temperature, the product as precipitated with 500 ml of anhydrous ether, filtered off with suction, washed with anhydrous ether and dried under reduced pressure. 24.7 g of 4-guanidino-phenylacetyl chloride hydrochloride melting at 127° to 130° C were obtained.

Workup

  1. customthe product as precipitated with 500 ml of anhydrous ether
  2. filtrationfiltered off with suction
  3. washwashed with anhydrous ether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-e2786caefb934e4e9c5785a27b2238f4
Source dataset
uspto-grants-1977_04
Patent number
US04016159

Reaction notes

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