HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → Methyl 3-(1,3-thiazol-2-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 2-Chloro-1,1-dimethoxyethane | HCID 60986 | — |
| Reactant | Methyl 3-carbamothioylbenzoate | HCID 23279244 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Methyl 3-(1,3-thiazol-2-yl)benzoate | HCID 18945333 | 76% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A solution of 0.6 g (0.003 mol) of methyl 3-carbamothioylbenzoate in 6 ml of acetic acid was charged with 1.15 g (0.009 mol) of chloroacetaldehyde dimethyl acetal and a catalytic amount of PTSA. The RM was heated to 100° C. over night. Acetic acid was removed under vacuum and the crude product was purified by 60-120 silica gel column using 5% of ethyl acetate in pet ether as eluent to provide methyl 3-(thiazol-2-yl)benzoate (0.5 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829571B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-8121ecccd0b04cfba17db69224b8c008 |
| Source note | uspto-grants-2010_11 |