Ammonia → 5-(2-Cyclohexylaminothiazol-4-ylmethylene)rhodanine-3-acetic acid

HRID 2107213Notes

Reaction equation

HRID 2107213 reaction equation
[CH:1]1([NH:7][C:8]2[S:9][CH:10]=[C:11]([CH:13]=O)[N:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[S:15]1[CH2:21][C:19](=[O:20])[N:18]([CH2:22][C:23]([OH:25])=[O:24])[C:16]1=[S:17].[Cl-].[NH4+].N>C(O)C>[CH:1]1([NH:7][C:8]2[S:9][CH:10]=[C:11]([CH:13]=[C:21]3[S:15][C:16](=[S:17])[N:18]([CH2:22][C:23]([OH:25])=[O:24])[C:19]3=[O:20])[N:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 797933-Thiazolidineacetic acid, 4-oxo-2-thioxo-HCID 150535772-Cyclohexylaminothiazole-4-carbaldehyde

Product 1

HCID 542154765-(2-Cyclohexylaminothiazol-4-ylmethylene)rhodanine-3-acetic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The reaction described in Example 1 was repeated, but using 3.0 g of 2-cyclohexylaminothiazole-4-carbaldehyde, 2.27 g of rhodanine-3-acetic acid, 1.7 g of ammonium chloride, 1.7 ml of 28% v/v aqueous ammonia and 60 ml of ethanol giving the title compound as yellowish-brown needles.

Sources & evidence

ORD record
ord-01814e9449794e0c9fc5a0ab6886b2a7
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

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