HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(S-methylisothiouronium) sulfate → 2-Guanidinomethyl-indoline hemisulphate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(S-methylisothiouronium) sulfate | HCID 13347 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Ethyl Indoline-2-carboxylate | HCID 11949691 | — |
| Reactant | 1-Benzyl-2-chloromethyl-indoline | HCID 23467351 | — |
| Reactant | Phthalimide potassium salt | HCID 24194345 | — |
| Reactant | 1-Benzyl-2-guanidinomethyl-indoline hemisulphate | HCID 178512742 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Guanidinomethyl-indoline hemisulphate | HCID 178512743 | — |
Reaction Steps
10 g of 1-benzyl-2-guanidinomethyl-indoline hemisulphate (obtainable from ethyl indoline-2-carboxylate by N-benzylation, reduction and reaction with SOCl2 to give 1-benzyl-2-chloromethyl-indoline, reaction of the latter with potassium phthalimide and hydrolysis of the reaction product, and reaction of this product with S-methyl-isothiourea hemisulphate) are dissolved in 200 ml of ethanol and hydrogenated over 3 g of 5% Pd/C at 20° C. and 1 atmosphere until the reaction ceases. After filtering and evaporating the filtrate, 2-guanidinomethyl-indoline hemisulphate is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04260628 |
| Source dataset | uspto-grants-1981_04 |
| ORD ID | ord-fba2e1b2f2a44d9c9008b938e3f3152c |
| Source note | uspto-grants-1981_04 |