Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | 4-Chloro-2-methoxycarbonylmethoxyimino-3-oxobutyric acid | HCID 24820436 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86591162 | HCID 86591162 | 193% |
Reaction Steps
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).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06878827B2 |
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| Source dataset | uspto-grants-2005_04 |
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| ORD ID | ord-8d2a00f1c3674ea79e978df9064f185f |
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| Source note | uspto-grants-2005_04 |
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