Carbonic Acid → HCID 21914754, compound

HRID 2117842Notes

Reaction equation

HRID 2117842 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1.N1C=CC=CC=1.[C:18](Cl)(=[O:22])[CH:19]([CH3:21])[CH3:20].C(=O)(O)O>ClCCl>[C:18]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[N:6]=1)(=[O:22])[CH:19]([CH3:21])[CH3:20]

Participants

6

Reactant 4

HCID 767Carbonic AcidHCID 1049PyridineHCID 62325Isobutyryl chlorideHCID 73216Ethyl 2-aminothiazole-4-carboxylate

Product 1

HCID 21914754HCID 21914754, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To an ice-cold mixture of ethyl 2-amino-1,3-thiazole-4-carboxylate (2 g) prepared in a similar manner according to Step 1 of the following Production Example 7, pyridine (1.3 ml) and dichloromethane (20 ml) was added isobutyryl chloride (0.91 ml) and stirred for 30 minutes. To the mixture was added saturated aqueous hydrogen bicarbonate (30 ml), and the organic layer was separated, dried over sodium sulfate and concentrated in vacuo. The crystalline residue was collected and washed with ethyl acetate to give ethyl 2-(isobutyrylamino)-1,3-thiazole-4-carboxylate (1.34 g).

Workup

  1. customprepared in a similar manner
  2. customthe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe crystalline residue was collected
  6. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-f44268f8cc2743baab84657a75522900
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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