1-Chloro-4-acetoxynonane → HCID 86734147, compound

HRID 1729921Notes

Reaction equation

HRID 1729921 reaction equation
ClCCCC(OC(=O)C)CCCCC.ClCCCC(OC(=O)C)CCCC(C)C.C([O:33][CH:34]([CH2:52][CH2:53][CH2:54][CH:55]([CH3:57])[CH3:56])[CH2:35][CH2:36][CH2:37][N:38]([CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][C:47]([O:49]CC)=[O:48])[C:39]#[N:40])(=O)C>>[OH:33][CH:34]([CH2:52][CH2:53][CH2:54][CH:55]([CH3:57])[CH3:56])[CH2:35][CH2:36][CH2:37][N:38]([CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][C:47]([OH:49])=[O:48])[C:39]#[N:40]

Participants

4

Reactant 3

HCID 131047161-Chloro-4-acetoxynonaneHCID 203860491-Chloro-4-acetoxy-8-methylnonaneHCID 86734148HCID 86734148, compound

Product 1

HCID 86734147HCID 86734147, compound

Procedure

The synthesis of this compound is carried out initially as described in Example 1 except that, in Step A, the 1-chloro-4-acetoxynonane is replaced by an equimolar amount of 1-chloro-4-acetoxy-8-methylnonane (Example B, Step 3). The product of Step A is thus ethyl 7-[N-(4 -acetoxy-8-methylnonyl)cyanamido]heptanoate. The hydrolysis (Step B) affords 7-[N-(4-hydroxy-8-methylnonyl)cyanamido]-heptanoic acid. This product is then treated as described in Example 3, Step A, to yield the subject compound 7-[N-(4-hydroxy-8-methylnonyl)thioureido]heptanoic acid.

Workup

  1. customThe synthesis of this compound
  2. customThe hydrolysis (Step B)

Sources & evidence

ORD record
ord-41437868851e4adca683f9db2679758e
Source dataset
uspto-grants-1976_11
Patent number
US03989749

Reaction notes

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