Barium Carbonate → HCID 178441394, compound

HRID 1493676Notes

Reaction equation

HRID 1493676 reaction equation
C(=O)([O-])[O-].[Ba+2].O.[C:7]1([CH3:17])[CH:12]=[CH:11][C:10]([S:13]([OH:16])(=[O:15])=[O:14])=[CH:9][CH:8]=1.[CH3:18][CH2:19][CH2:20][CH2:21][CH:22]1[C:57](=[O:58])[O:56][CH:55]([CH:59]([CH:61]([OH:69])[CH2:62][CH2:63][CH2:64][NH:65][C:66]([NH2:68])=[NH:67])[CH3:60])[CH:54]([CH3:70])[CH:53]=[C:52]([CH3:71])[CH2:51][CH2:50][CH2:49][CH2:48][CH:47]([OH:72])[CH2:46][CH:45]([OH:73])[CH2:44][CH:43]([OH:74])[CH2:42][CH:41]([OH:75])[CH2:40][CH:39]([OH:76])[CH:38]([O:77][C@H:78]2[O:82][C@H:81]([CH2:83][OH:84])[C@@H:80]([OH:85])[C@@H:79]2[OH:86])[CH:37]=[C:36]([CH3:87])[CH:35]([OH:88])[CH2:34][CH2:33][CH2:32][CH:31]([OH:89])[CH2:30][CH2:29][CH2:28][CH:27]([OH:90])[CH2:26][CH2:25][CH:24]([CH3:91])[CH:23]1[OH:92].S([O-])([O-])(=O)=O>CO>[CH3:18][CH2:19][CH2:20][CH2:21][CH:22]1[C:57](=[O:58])[O:56][CH:55]([CH:59]([CH:61]([OH:69])[CH2:62][CH2:63][CH2:64][NH:65][C:66]([NH2:68])=[NH:67])[CH3:60])[CH:54]([CH3:70])[CH:53]=[C:52]([CH3:71])[CH2:51][CH2:50][CH2:49][CH2:48][CH:47]([OH:72])[CH2:46][CH:45]([OH:73])[CH2:44][CH:43]([OH:74])[CH2:42][CH:41]([OH:75])[CH2:40][CH:39]([OH:76])[CH:38]([O:77][C@H:78]2[O:82][C@H:81]([CH2:83][OH:84])[C@@H:80]([OH:85])[C@@H:79]2[OH:86])[CH:37]=[C:36]([CH3:87])[CH:35]([OH:88])[CH2:34][CH2:33][CH2:32][CH:31]([OH:89])[CH2:30][CH2:29][CH2:28][CH:27]([OH:90])[CH2:26][CH2:25][CH:24]([CH3:91])[CH:23]1[OH:92].[S:13]([C:10]1[CH:11]=[CH:12][C:7]([CH3:17])=[CH:8][CH:9]=1)([O-:16])(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 10563Barium CarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 178441404HCID 178441404, compound

Product 1

HCID 178441394HCID 178441394, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

0.088 g (0.446 millimoles) of barium carbonate and 0.169 g (0.892 millimoles) of p-toluene sulfonic acid monohydrate are heated to boiling in 20 ml of methanol until all the substance goes into solution. The colorless hot solution thus obtained is poured into a suspension of 0.1 g (0.887 millimoles) of primycin sulfate and 80 ml of methanol. The reaction mixture is heated to boiling for 15 minutes under constant stirring. The hot mixture is filtered through Celite. The filtrate is evaporated in vacuo. The residue is suspended in a 2:1 mixture of acetone and water, filtered and washed with the above solvent mixture. Thus 1.05 g of white primycin tosylate are obtained, yield 93.3%. The salt decomposes on heating, /α/D25 =-3.9°.

Workup

  1. customThe colorless hot solution thus obtained
  2. temperatureThe reaction mixture is heated
  3. filtrationThe hot mixture is filtered through Celite
  4. customThe filtrate is evaporated in vacuo
  5. additionThe residue is suspended in a 2:1 mixture of acetone and water
  6. filtrationfiltered
  7. washwashed with the above solvent mixture

Sources & evidence

ORD record
ord-7a9e3dc61e1c4fa5988bdb166a4ccd33
Source dataset
uspto-grants-1991_06
Patent number
US05023242

Reaction notes

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