Hydrochloric Acid → 4-Amino-2-[(2-aminoethyl)amino]-1,3-thiazol-5-carbonitrile dihydrochloride

HRID 57667Notes

Reaction equation

HRID 57667 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH:9][CH2:10][CH2:11][NH:12]C(=O)OC(C)(C)C)[S:5][C:6]=1[C:7]#[N:8].[ClH:20]>O1CCOCC1>[ClH:20].[ClH:20].[NH2:1][C:2]1[N:3]=[C:4]([NH:9][CH2:10][CH2:11][NH2:12])[S:5][C:6]=1[C:7]#[N:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57911749tert-Butyl{2-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]ethyl}carbamate

Product 1

HCID 866516244-Amino-2-[(2-aminoethyl)amino]-1,3-thiazol-5-carbonitrile dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.18 g (7.7 mmol) of tert-butyl {2-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]ethyl}carbamate (Example 7A) in 100 ml of 4N hydrogen chloride in dioxane were stirred at RT for 30 min. The reaction mixture was concentrated. This gave 2 g (100% of theory) of the product as a solid.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-4e01877cecb4433da588b196feb21f71
Source dataset
uspto-grants-2016_09
Patent number
US09434731B2

Reaction notes

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