Hydrochloric Acid → HCID 178478599, compound

HRID 280410Notes

Reaction equation

HRID 280410 reaction equation
[NH2:1][C:2]1[C:6]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)[CH:13]=2)=[N:5]S(=O)[N:3]=1.[ClH:25]>CO>[ClH:25].[ClH:25].[ClH:25].[N:19]1([CH2:18][C:14]2[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=2)[O:11][CH2:10][CH2:9][CH2:8][NH:7][C:6](=[NH:5])[C:2](=[NH:1])[NH2:3])[CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 159612053-Amino-4-[3-(3-pyrrolidinomethylphenoxy)propylamino]-1,2,5-thiadiazole 1-oxide

Product 1

HCID 178478599HCID 178478599, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 3-amino-4-[3-(3-pyrrolidinomethylphenoxy)propylamino]-1,2,5-thiadiazole 1-oxide (13.4 g; 38.3 mmoles) [prepared according to published United Kingdom Patent Application No. 2,067,987] in 350 mL of methanol was treated with 25.5 mL of concentrated HCl. The resultant solution was stirred for 3 hours at ambient temperature. Concentration of the solution followed by azeotropic removal of water with absolute ethanol gave the product. The crystalline residue was triturated with 150 mL of absolute ethanol, filtered and dried to give 10.8 g of the title compound, m.p. 195°-203° C. (dec.).

Workup

  1. customConcentration of the solution followed by azeotropic removal of water with absolute ethanol
  2. customgave the product
  3. customThe crystalline residue was triturated with 150 mL of absolute ethanol
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-67600ac76f594e069032c0ec7610aa71
Source dataset
uspto-grants-1986_05
Patent number
US04588826

Reaction notes

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