Sulfuric Acid → HCID 178464435, compound

HRID 1689559Notes

Reaction equation

HRID 1689559 reaction equation
[N:1]([O-])=O.[Na+].S(=O)(=O)(O)O.[NH2:10][C:11]1[S:12][C:13]([CH:17]=[O:18])=[C:14]([Cl:16])[N:15]=1.[CH2:19]([N:21]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:22][CH2:23][OH:24])[CH3:20]>C(O)(=O)CC.C(O)(=O)C.O>[Cl:16][C:14]1[N:15]=[C:11](/[N:10]=[N:1]/[C:28]2[CH:29]=[CH:30][C:25]([N:21]([CH2:19][CH3:20])[CH2:22][CH2:23][OH:24])=[CH:26][CH:27]=2)[S:12][C:13]=1[CH:17]=[O:18]

Participants

8

Reactant 4

HCID 1118Sulfuric Acid2×HCID 623382-(N-ethylanilino)ethanolHCID 110301542-Amino-4-chloro-1,3-thiazole-5-carbaldehydeHCID 23668193Sodium Nitrite

Product 1

HCID 178464435HCID 178464435, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 1032Propionic AcidSolvent

Conditions

Temperature
0 °C

Procedure

1.3 g (18.56 mmol) sodium nitrite was added in small portions to 13.2 g conc. sulphuric acid and cooled to 0° C. and diluted with 4.8 ml propionic acid and 19.2 ml acetic acid. 3.0 g (18.45 mmol) 2-amino-4-chloro-1,3-thiazole-5-carbaldehyde were then added in small portions. The viscous reaction mixture was stirred for 2 hours at 0° C. This mixture was then added slowly to a solution of 3.2 g (18.56 mmol) 2-[ethyl(phenyl)amino]ethanol in 180 ml water, containing 6 ml sulphuric acid. After stirring for another 2 hours at room temperature, the obtained precipitate was filtered off, washed with water and dried at 40° C. in vacuum.

Workup

  1. stirringAfter stirring for another 2 hours at room temperature
  2. filtrationthe obtained precipitate was filtered off
  3. washwashed with water
  4. customdried at 40° C. in vacuum

Sources & evidence

ORD record
ord-9f0e87c1df2a45cfa71fce68af62e7f1
Source dataset
uspto-grants-2012_04
Patent number
US08152861B2

Reaction notes

Loading…