Hydrochloric Acid → HCID 178465591, compound

HRID 361725Notes

Reaction equation

HRID 361725 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:7]=[C:8]([CH:18]=[CH:19][CH:20]=1)[CH2:9][NH:10]C(=O)OC(C)(C)C)(=[NH:3])[CH3:2].Cl>O1CCOCC1.CCOCC>[NH2:10][CH2:9][C:8]1[CH:7]=[C:6]([CH:20]=[CH:19][CH:18]=1)[CH2:5][NH:4][C:1](=[NH:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178465592HCID 178465592, compound

Product 1

HCID 178465591HCID 178465591, compoundYield 137.5%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
20 °C

Procedure

Solid tert-butyl N-(3-((acetimidoyl)aminomethyl)benzyl)carbamate (3.0 g, 9.6 mmol) was suspended into 150 ml anhydrous dioxane. 4N Hydrochloric acid in dioxane solution (20 ml) was added at 20° C. The mixture was stirred for 24 hours at 20° C. After diluting with 200 ml ether, the white solids were collected by filtration and dried under vacuum at 100° C. to yield 2.34 g (98%) of N-(3-(aminomethyl)benzyl)-acetamidine. 1H NMR (200 MHz, D2O) δ 7.52-7.35 (m, 4H), 4.49 (s, 2H), 4.16 (s, 2H), 2.25 (s, 3H). Mass Spectrum (CI) 177.9 (MH+, 100%).

Workup

  1. filtrationthe white solids were collected by filtration
  2. customdried under vacuum at 100° C.

Sources & evidence

ORD record
ord-3063a4ad36024dfaaab2b1c20c7fa5cb
Source dataset
uspto-grants-1999_02
Patent number
US05866612

Reaction notes

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