Ammonia → HCID 86591162, compound

HRID 1815600Notes

Reaction equation

HRID 1815600 reaction equation
Cl[CH2:2][C:3](=O)[C:4](=[N:8][O:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])[C:5]([OH:7])=[O:6].C(=O)([O-])O.[Na+].[NH2:21][C:22]([NH2:24])=[S:23].N.Cl>O>[OH2:6].[NH2:24][C:22]1[S:23][CH:2]=[C:3]([C:4](=[N:8][O:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])[C:5]([OH:7])=[O:6])[N:21]=1

Participants

7

Reactant 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 2723790ThioureaHCID 248204364-Chloro-2-methoxycarbonylmethoxyimino-3-oxobutyric acid

Product 1

HCID 86591162HCID 86591162, compoundYield 193%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

4-chloro-2-(methoxycarbonylmethoxyimino)-3-oxobutyric acid (200 g) was added to water (400 ml), and suspended and stirred at 5° C. The crystal was dissolved by using sodium hydrogencarbonate (71.2 g). Thiourea (70.5 g) was added, and reaction was performed for 60 minutes at 30° C. while keeping the pH at 5.5 by using aqueous ammonia. After the pH was adjusted to 2 by using dilute hydrochloric acid, the mixture was cooled to 5° C. and stirred for 30 minutes. The precipitated crystal was filtered and collected, and washed with cold water, and then dried under reduced pressure to obtain 2-(2-aminothiazole-4-yl)-2-methoxycarbonylmethoxy iminoacetic acid monohydrate (syn-isomer) (225.2 g) (96.5% yield).

Workup

  1. dissolutionThe crystal was dissolved
  2. customreaction
  3. temperaturethe mixture was cooled to 5° C.
  4. stirringstirred for 30 minutes
  5. filtrationThe precipitated crystal was filtered
  6. customcollected
  7. washwashed with cold water
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-8d2a00f1c3674ea79e978df9064f185f
Source dataset
uspto-grants-2005_04
Patent number
US06878827B2

Reaction notes

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