Formaldehyde → HCID 178492455, compound

HRID 1288612Notes

Reaction equation

HRID 1288612 reaction equation
[C:1]([BH3-])#[N:2].[Na+].[CH2:5]=O.S([O-])([O-])(=O)=O.[Na+].[Na+].N[CH:15]1[CH:32]2[C:19]([OH:38])([C:20]([OH:37])=[C:21]3[CH:30]([CH2:31]2)[S:29][C:28]2[C:23](=[C:24]([OH:35])[CH:25]=[CH:26][C:27]=2[O:33][CH3:34])[C:22]3=[O:36])[C:18](=[O:39])[C:17]([C:40]([NH2:42])=[O:41])=[C:16]1[OH:43]>CO.C(Cl)(Cl)Cl>[CH3:5][N:2]([CH3:1])[CH:15]1[CH:32]2[C:19]([OH:38])([C:20]([OH:37])=[C:21]3[CH:30]([CH2:31]2)[S:29][C:28]2[C:23](=[C:24]([OH:35])[CH:25]=[CH:26][C:27]=2[O:33][CH3:34])[C:22]3=[O:36])[C:18](=[O:39])[C:17]([C:40]([NH2:42])=[O:41])=[C:16]1[OH:43]

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 24436Sodium SulfateHCID 5003444Sodium cyanoborohydrideHCID 178492456HCID 178492456, compound

Product 1

HCID 178492455HCID 178492455, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

400 mg of sodium cyanoborohydride, 0.5 ml of 35% aqueous formaldehyde solution and a little sodium sulphate are added to a solution of 434 mg of 4-de-dimethylamino-4-amino-7-methoxy-6-thiatetracycline (obtained in accordance with Example 1) in 80 ml of methanol and the mixture is stirred for 30 minutes at 20°. Chloroform is then added, followed by washing with dilute hydrochloric acid, drying and evaporation to give 7-methoxy-6-thiatetracycline, m.p. 225°.

Workup

  1. washby washing with dilute hydrochloric acid
  2. customdrying
  3. customevaporation

Sources & evidence

ORD record
ord-52dcc8683c3449758282dbb72b20b735
Source dataset
uspto-grants-1976_10
Patent number
US03988468

Reaction notes

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