Ammonium Acetate → HCID 59702111, compound

HRID 902509Notes

Reaction equation

HRID 902509 reaction equation
C([O-])(=[O:3])C.[NH4+].[CH2:6]([O:8][C:9]([C:11]1[C:12](Cl)=[N:13][C:14]2[C:18]([C:19]=1[Cl:20])=[CH:17][S:16][CH:15]=2)=[O:10])[CH3:7]>C(O)(=O)C>[CH2:6]([O:8][C:9]([C:11]1[C:12](=[O:3])[NH:13][C:14]2[C:18]([C:19]=1[Cl:20])=[CH:17][S:16][CH:15]=2)=[O:10])[CH3:7]

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 59702063HCID 59702063, compound

Product 1

HCID 59702111HCID 59702111, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
140 °C

Procedure

Ammonium acetate (0.644 mg, 8.3 mmol) was added to a stirred solution of 5,7-dichloro-2-thia-4-aza-indene-6-carboxylic acid ethyl ester (38) (2.1 g, 7.6 mmol) in glacial acetic acid at room temperature. The solution was heated at 140° C. for 6 h. The hot solution was poured over ice. The solids formed were filtered, washed by water, and dried to yield 1.9 g (97%) of 7-chloro-5-oxo-4,5-dihydro-2-thia-4-aza-indene-6-carboxylic acid ethyl ester as white solids. MP 157° C.; 1H NMR (400 MHz, DMSO-d6) δ 1.28 (t, J=7.2 Hz, 3H), 4.32 (q, J=7.2 Hz, 2H), 7.06 (d, J=3.6 Hz, 1H), 8.20 (d, J=3.2 Hz, 1H) ppm; MS m/z=258 amu (M++1).

Workup

  1. additionThe hot solution was poured over ice
  2. customThe solids formed
  3. filtrationwere filtered
  4. washwashed by water
  5. customdried

Sources & evidence

ORD record
ord-ea85193c2d8749d598f74b2221baadae
Source dataset
uspto-grants-2008_04
Patent number
US07365200B2

Reaction notes

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